(R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide

Base Information

• Chemical Name: (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide
• CAS No.: 192723-32-3
• Molecular Formula: C₂₀H₂₆N₂O₅S
• Molecular Weight: 406.503
• Mol file: 192723-32-3.mol

Synonyms:(R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide

Chemical Property of (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide

There total 7 articles about (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide 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)-2-((R)-3-Benzyloxy-2-methanesulfonylamino-propionylamino)-3-phenyl-propionic acid methyl ester (192723-31-2) → (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide (192723-32-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1021/jm980035y

Reference yield:

N-Boc-D-serine(Bzl)-OH (47173-80-8) → (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide (192723-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1: BOP, 1-HOBt, NMM / dimethylformamide / 2 h / 0 - 20 °C

2: TFA / CH₂Cl₂ / 3 h / Ambient temperature

3: NMM / CH₂Cl₂ / 1 h / 0 - 20 °C

4: LiBH₄ / tetrahydrofuran / 1 h / 0 - 20 °C

With 4-methyl-morpholine; lithium borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980035y

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (R)-3-Benzyloxy-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-2-methanesulfonylamino-propionamide (192723-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1: BOP, 1-HOBt, NMM / dimethylformamide / 2 h / 0 - 20 °C

2: TFA / CH₂Cl₂ / 3 h / Ambient temperature

3: NMM / CH₂Cl₂ / 1 h / 0 - 20 °C

4: LiBH₄ / tetrahydrofuran / 1 h / 0 - 20 °C

With 4-methyl-morpholine; lithium borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980035y

upstream raw materials:

L-Phenylalaninol

methanesulfonyl-D-Ser(Bn)

(S)-2-((R)-3-Benzyloxy-2-methanesulfonylamino-propionylamino)-3-phenyl-propionic acid methyl ester

O-benzyl-D-serine