(S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester
• CAS No.: 511546-59-1
• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.32
• Mol file: 511546-59-1.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester

There total 2 articles about (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N-benzyloxycarbonyl-(L)-homoserine (35677-88-4) + allyl bromide (106-95-6) → (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester (511546-59-1)

Guidance literature:

N-benzyloxycarbonyl-(L)-homoserine; With sodium hydroxide; In ethanol; water; at 20 ℃; for 24h;

allyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1021/jo026776v

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester (511546-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / aq. NaHCO₃ / 24 h / 20 °C

2.1: NaOH / H₂O; ethanol / 24 h / 20 °C

2.2: 96 percent / dimethylformamide / 48 h / 20 °C

With sodium hydroxide; sodium hydrogencarbonate; In ethanol; water;

DOI:10.1021/jo026776v

Reference yield: 86.0%

(S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid allyl ester (511546-59-1) → allyl (2S)-2-(benzyloxycarbonyl)amino-3-formyl propionate (511546-61-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo026776v

upstream raw materials:

N-benzyloxycarbonyl-(L)-homoserine

allyl bromide

benzyl chloroformate

Downstream raw materials:

allyl (2S)-2-(benzyloxycarbonyl)amino-4-[(tert-butyldimethylsilyl)oxy]butanoate

allyl (2S)-2-(benzyloxycarbonyl)amino-3-formyl propionate

[(S)-3-Oxo-1-(tetrahydro-pyran-2-yloxymethyl)-propyl]-carbamic acid benzyl ester

2S-2-(benzyloxycarbonyl)amino-1-(tetrahydro-2H-pyran-2-yloxy)-4-butanol