(S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid

Base Information

• Chemical Name: (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid
• CAS No.: 848785-47-7
• Molecular Formula: C₂₆H₃₂N₂O₇
• Molecular Weight: 484.549
• Mol file: 848785-47-7.mol

Synonyms:(S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid

Chemical Property of (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid

There total 7 articles about (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic 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: 48.0%

(S)-1-{(S)-3-Benzyloxycarbonyl-3-[(S)-3-benzyloxycarbonyl-3-(tetrahydro-pyran-2-yloxy)-propylamino]-propyl}-azetidine-2-carboxylic acid (860795-17-1) → (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid (848785-47-7)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.01.030

Reference yield:

(S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate (124994-66-7) → (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid (848785-47-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid; dimethylformamide

1.2: 51 percent / NaBH₃CN / dimethylformamide; acetic acid

2.1: 100 percent / TFA / CH₂Cl₂

3.1: acetic acid; dimethylformamide

4.1: NaBH₃CN / acetic acid; dimethylformamide

5.1: 48 percent / TFA / H₂O / 0.5 h / 20 °C

With sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.01.030

Reference yield:

(S)-4-Oxo-2-(tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester (83680-31-3) → (S)-1-[(S)-3-Benzyloxycarbonyl-3-((S)-3-benzyloxycarbonyl-3-hydroxy-propylamino)-propyl]-azetidine-2-carboxylic acid (848785-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; dimethylformamide

2: NaBH₃CN / acetic acid; dimethylformamide

3: 48 percent / TFA / H₂O / 0.5 h / 20 °C

With sodium cyanoborohydride; trifluoroacetic acid; In water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.01.030

upstream raw materials:

(S)-1-{(S)-3-Benzyloxycarbonyl-3-[(S)-3-benzyloxycarbonyl-3-(tetrahydro-pyran-2-yloxy)-propylamino]-propyl}-azetidine-2-carboxylic acid

(S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate

(S)-4-Oxo-2-(tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester

(S)-1-((S)-3-Amino-3-benzyloxycarbonyl-propyl)-azetidine-2-carboxylic acid

Downstream raw materials:

2'-deoxymugineic acid