(2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine

Base Information

• Chemical Name: (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine
• CAS No.: 175798-92-2
• Molecular Formula: C₂₄H₃₀N₂O₆S
• Molecular Weight: 474.578
• Mol file: 175798-92-2.mol

Synonyms:(2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine

Chemical Property of (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine

There total 2 articles about (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-hydroxypyrrolidine (128019-77-2) → (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine (175798-92-2)

Guidance literature:

In pyridine; at 20 ℃; for 48h;

DOI:10.1002/adsc.200505058

Reference yield:

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3) → (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine (175798-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / tetrahydrofuran / 0.5 h / 0 °C

1.2: 89.5 percent / tetrahydrofuran / 1 h / 0 °C

2.1: 100 percent / pyridine / 48 h / 20 °C

With triethylamine; In tetrahydrofuran; pyridine;

DOI:10.1002/adsc.200505058

Reference yield: 100.0%

(2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-(p-toluenesulfonyloxy)pyrrolidine (175798-92-2) → (2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine (176047-29-3)

Guidance literature:

With sodium azide; In water; N,N-dimethyl-formamide; at 70 ℃; for 48h;

DOI:10.1002/adsc.200505058

upstream raw materials:

p-toluenesulfonyl chloride

(2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-hydroxypyrrolidine

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

Downstream raw materials:

(2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine

(2S,4S)-4-amino-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine