3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester

Base Information

• Chemical Name: 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester
• CAS No.: 209174-37-8
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245
• Mol file: 209174-37-8.mol

Synonyms:3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester

Chemical Property of 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester

There total 5 articles about 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl 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:

(S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyric acid methyl ester (1047404-15-8) → 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester (209174-37-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 23 ℃; for 12h;

Reference yield:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1) → 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester (209174-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / methanol / 2 h / 20 °C

2: SOCl₂ / 20 °C

With hydrogenchloride; thionyl chloride; In methanol;

DOI:10.1021/jm0301336

Reference yield:

methanol (67-56-1) + 2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid (209173-80-8) → 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid methyl ester (209174-37-8)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1021/jm0301336

upstream raw materials:

methanol

1-(S)-cyano-2(S)-(N-tert-butoxycarbonylamino)-3-phenylpropyl benzoate

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Downstream raw materials:

(4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid methyl ether

(4S,5R)-4-benzyl-2-oxazolidinone-5-carboxylic acid methyl ester

3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid methyl ester

C₃₈H₅₃ClN₄O₁₀S