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

Base Information

• Chemical Name: (2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine
• CAS No.: 176047-29-3
• Molecular Formula: C₁₇H₂₃N₅O₃
• Molecular Weight: 345.401
• Mol file: 176047-29-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine 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%

(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

Reference yield:

(2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-hydroxypyrrolidine (128019-77-2) → (2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine (176047-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 48 h / 20 °C

2: 100 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 70 °C

With sodium azide; In pyridine; water; N,N-dimethyl-formamide;

DOI:10.1002/adsc.200505058

Reference yield:

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3) → (2S,4S)-4-azido-1-benzyloxycarbonyl-2-tert-butylaminocarbonylpyrrolidine (176047-29-3)

Guidance literature:

Multi-step reaction with 3 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

3.1: 100 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 70 °C

With sodium azide; triethylamine; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;

DOI:10.1002/adsc.200505058

upstream raw materials:

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

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

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

Downstream raw materials:

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