(2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Base Information

• Chemical Name: (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester
• CAS No.: 894433-06-8
• Molecular Formula: C₂₉H₃₀N₂O₅S
• Molecular Weight: 518.634
• Mol file: 894433-06-8.mol

Synonyms:(2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Chemical Property of (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

There total 2 articles about (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic 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: 83.0%

(2S,4S)-2-[(1-oxo-2-nitro)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-05-7) → (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester (894433-06-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/ardp.200500139

Reference yield:

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4) → (2S,4S)-2-(1-Hydroxy-2-nitro-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester (894433-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h

1.2: 55 percent / potassium t-butoxide / tetrahydrofuran / 17 h / 20 °C

2.1: 83 percent / NaBH₄ / tetrahydrofuran / 2 h / 20 °C

With sodium tetrahydroborate; 1,1'-carbonyldiimidazole; In tetrahydrofuran;

DOI:10.1002/ardp.200500139

upstream raw materials:

(2S,4S)-2-[(1-oxo-2-nitro)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid