(S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid
• CAS No.: 77856-46-3
• Molecular Formula: C₂HF₃O₂*C₁₁H₁₃NO₂
• Molecular Weight: 305.254
• Mol file: 77856-46-3.mol

Synonyms:(S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid

Chemical Property of (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid

There total 2 articles about (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid 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:

benzyl bromide (100-39-0) → (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid (77856-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 2.5percent KOH, 2.) 18-crown-6 / 2.) DMF

2: CH₂Cl₂ / 0.5 h / Ambient temperature

With potassium hydroxide; 18-crown-6 ether; In dichloromethane;

DOI:10.1021/ja00399a046

Reference yield:

(S)-Azetidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (98265-77-1) + trifluoroacetic acid (76-05-1) → (S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid (77856-46-3)

Guidance literature:

In dichloromethane; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/ja00399a046

Reference yield: 59.0%

(S)-Azetidine-2-carboxylic acid benzyl ester; compound with trifluoro-acetic acid (77856-46-3) + (S)-2-{[(S)-3-Benzyloxycarbonyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-tert-butoxycarbonyl-amino}-4-oxo-butyric acid benzyl ester (77856-44-1,77881-92-6,79466-01-6,120964-21-8) → (S)-1-((S)-3-Benzyloxycarbonyl-3-{[(S)-3-benzyloxycarbonyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-tert-butoxycarbonyl-amino}-propyl)-azetidine-2-carboxylic acid benzyl ester (77856-47-4,77881-93-7,83680-33-5)

Guidance literature:

With sodium cyanoborohydride; In methanol; 1.) 0 deg C, 1 h, 2.) room temperature, 16 h;

DOI:10.1021/ja00399a046

upstream raw materials:

(S)-Azetidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

trifluoroacetic acid

benzyl bromide

Downstream raw materials:

(S)-1-((S)-3-Benzyloxycarbonyl-3-{[(S)-3-benzyloxycarbonyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-tert-butoxycarbonyl-amino}-propyl)-azetidine-2-carboxylic acid benzyl ester