(3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester

Base Information

• Chemical Name: (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester
• CAS No.: 1035895-88-5
• Molecular Formula: C₁₆H₂₈N₂O₄
• Molecular Weight: 312.409

Synonyms:(3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester

Chemical Property of (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester

There total 3 articles about (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl 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: 44.0%

C16H26N4O4 → (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester (1035895-88-5)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; acetonitrile; at 20 - 30 ℃;

Reference yield:

(3S,4S,5R)-4-acetylamino-5-tert-butoxycarbonylamino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester → (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester (1035895-88-5)

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; for 20h;

DOI:10.1021/jo800264d

Reference yield:

C14H23N3O4 (204254-98-8) → (3S,4S,5R)-4-acetylamino-5-amino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester (1035895-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine / acetonitrile; tetrahydrofuran / 6 h / 60 - 70 °C

2.1: ammonium chloride; sodium azide / N,N-dimethyl-formamide / 16 h / 70 - 80 °C

2.2: 1 h / 15 - 25 °C

3.1: water; triphenylphosphine / acetonitrile; tetrahydrofuran / 20 - 30 °C

With sodium azide; water; ammonium chloride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 3.1: |Staudinger Azide Reduction;

upstream raw materials:

C₁₄H₂₃N₃O₄

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