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N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester
  • N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl esterN-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester

N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester

Model:87694-49-3
N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester (commonly known as Boc-L-Alanine N-methoxy-N-methyl amide or Boc-Ala-NMe(OMe)) is a protected amino acid derivative featuring a tert-butyl carbamate (Boc) protecting group on the α-amino functionality and a Weinreb amide at the carboxyl terminus.

N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester is a key synthetic intermediate used in peptide synthesis and medicinal chemistry. N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester functions as an α-amino Weinreb amide, which is widely employed for the synthesis of chiral α-amino aldehydes and ketones. N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester is particularly valuable in the preparation of pharmacologically active compounds where the L-alanine chiral center must be preserved. Additionally, N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester is utilized in life science research applications requiring enantiomerically pure amino acid derivatives.


Product Parameters

Parameter

Specification

Product Name

N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester

CAS Number

87694-49-3

Molecular Formula

C₁₀H₂₀N₂O₄

Molecular Weight

232.28 g/mol

Appearance

White to off-white

Melting Point

148–153 °C (lit.)

Density

1.070 g/cm³

Storage Condition

Keep in dark place, sealed in dry, room temperature; or 0°C


Synthetic Route

1.In a 100 mL oven-dried round-bottom flask, add N-(tert-butoxycarbonyl)-L-alanine (3.0 g, 15.8 mmol), anhydrous dichloromethane (60 mL) and N,N-diisopropylethylamine (2.5 mL, 14.2 mmol), and cool the mixture to 0°C

 

2.At 0°C, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.7 g, 19.0 mmol) and 1-hydroxybenzotriazole (2.6 g, 19.0 mmol) were added sequentially, and the mixture was stirred for 10 minutes.

 

3.Add N,O-dimethylhydroxylamine hydrochloride (1.9g, 19.0mmol) and N,N-diisopropylethylamine (3.3mL, 19.0mmol), continue stirring at 0℃ for 1 hour, then raise the temperature to 25℃ for reaction for 16 hours.

 

4.After the reaction is completed, dilute the reaction mixture with dichloromethane (300 mL), and wash the organic layer successively with 2N hydrochloric acid (3 × 180 mL), saturated sodium bicarbonate solution (2 × 180 mL) and brine (2 × 180 mL)

 

5.3.6g,产率99%The organic phase is dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a white solid product (3.6 g, yield 99%

 

6. Dissolve the above product (3.7 g, 15.8 mmol) in anhydrous tetrahydrofuran (100 mL) and cool to 0°C

 

7. Add lithium aluminum hydride (660mg, 17.4mmol) and stir for 20 minutes.

 

8. After the reaction is completed, quench with 5% hydrochloric acid solution, evaporate the organic layer, and extract the aqueous phase with ethyl acetate (3 × 30 mL)

 

9. Combine the organic phases, dry over anhydrous sodium sulfate, and concentrate under reduced pressure to obtain N-(tert-butoxycarbonyl)-L-alanine-N-methoxy-N-methylamide as a white solid (2.6g, yield 94%).

 

Why Cosperpharm?

Medicinal chemists and peptide researchers require protected amino acid derivatives that deliver consistent reactivity, high enantiomeric purity, and batch-to-batch reproducibility. Cosperpharm supplies N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester with the quality documentation and supply reliability that demanding research and development projects require.

 

Enantiopurity that protects your synthesis. The chiral L-alanine center in this compound must be preserved throughout synthetic transformations. Our analytical release protocol includes HPLC purity verification, specific rotation determination, and identity confirmation — because any racemization or impurity in this building block compromises the stereochemical integrity of your final product.

 

Documentation that supports research and regulatory programs. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity, specific rotation data, and chromatographic traceability. For customers preparing regulatory filings, Cosperpharm provides DMF-ready documentation packages, stability summaries, and custom quality agreements upon request.

 

Flexible supply across all scales. Cosperpharm supplies N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester from 1g–5g for research-scale synthesis, to larger quantities for process development and production. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.

 

Technical support for Weinreb amide chemistry. Our process chemistry team can advise on the use of this α-amino Weinreb amide for the synthesis of aldehydes, ketones, and other derivatives — because we have extensive experience with this versatile building block.

 

Global reach with transparent pricing. Cosperpharm ships worldwide with full customs documentation included. Volume discounts apply at larger scales, and we communicate lead times upfront — no hidden fees, no unexpected delays.

 

 Product Quality Assurance

Cosperpharm has established a comprehensive quality assurance system for N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester:

 

Thorough analytical characterization. Each batch undergoes multi-technique analytical release testing: HPLC purity (≥98–99% area normalization), melting point verification (148–153°C), specific rotation determination ([α]²⁴/D -26° in methanol), appearance verification (white to off-white powder), and identity confirmation by LC-MS or NMR.

 

Full batch traceability. From raw material procurement through synthesis, purification, and final packaging, every step is fully documented. Each batch receives a unique lot number with retention samples maintained in accordance with Cosperpharm quality procedures.

 

Documentation ready for submission. Every shipment includes a Certificate of Analysis (COA), Material Safety Data Sheet (SDS), and customs documentation. For customers preparing regulatory filings, Cosperpharm provides DMF-ready documentation packages and custom quality agreements upon request.

 

Customer-initiated quality audits. Qualified customers are welcome to audit Cosperpharm's facilities. ISO compliance documentation is available upon request.

 

Contact Us

Need a reliable source of N-[(1S)-2-(Methoxymethylamino)-1-methyl-2-oxoethyl]-carbamic acid tert-butyl ester for your synthesis campaign or drug discovery program? Cosperpharm offers competitive pricing, global shipping, and responsive technical support. Contact us today for a quote or to discuss your project requirements.

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