benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate

Base Information

• Chemical Name: benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate
• CAS No.: 1349197-88-1
• Molecular Formula: C₂₇H₂₈N₂O₆S
• Molecular Weight: 508.595
• Mol file: 1349197-88-1.mol

Synonyms:benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate

Chemical Property of benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate

There total 6 articles about benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate 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: 91.0%

(1S,4S)-5-(phenylsulfonyl)-2-oxa-5-azabicyclo[2.2.1]heptan-3-one (1349197-85-8) + (R)-2-amino-3-phenylpropanoic acid benzyl ester hydrochloride (87004-78-2) → benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate (1349197-88-1)

Guidance literature:

With sodium hydrogencarbonate; In water; toluene; at 80 ℃; for 12h;

DOI:10.1071/CH11204

Reference yield:

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid (16257-76-4) → benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate (1349197-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / diethyl ether; water / 96 h / 20 °C

2: potassium carbonate / butanone / 2 h / Reflux

3: sodium hydrogencarbonate / water; toluene / 12 h / 80 °C

With sodium hydrogencarbonate; potassium carbonate; sodium hydroxide; In diethyl ether; water; toluene; butanone;

DOI:10.1071/CH11204

Reference yield:

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid (16257-78-6) → benzyl (R)-2-((2S,4S)-4-hydroxy-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoate (1349197-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / dichloromethane; water / 112 h / 20 °C

2: sodium hydroxide / diethyl ether; water / 96 h / 20 °C

3: potassium carbonate / butanone / 2 h / Reflux

4: sodium hydrogencarbonate / water; toluene / 12 h / 80 °C

With sodium hydrogencarbonate; potassium carbonate; sodium hydroxide; In diethyl ether; dichloromethane; water; toluene; butanone;

DOI:10.1071/CH11204

upstream raw materials:

N-phenylsulfonyl-trans-4-tosyloxy-L-proline

(1S,4S)-5-(phenylsulfonyl)-2-oxa-5-azabicyclo[2.2.1]heptan-3-one

(R)-2-amino-3-phenylpropanoic acid benzyl ester hydrochloride

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid