(1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester
• CAS No.: 178976-48-2
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357
• Mol file: 178976-48-2.mol

Synonyms:(1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester

Chemical Property of (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester

There total 3 articles about (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl 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: 84.0%

methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate (178976-47-1) → (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester (178976-48-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/0957-4166(96)00160-7

Reference yield:

methyl (1R,6R)-1-benzamido-6-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-4-oxo-2-cyclohexen-1-carboxylate (174506-58-2) → (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester (178976-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 8 h / 760 Torr

2: 84 percent / 5N aq. HCl / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/0957-4166(96)00160-7

Reference yield:

(5R,6R)-6-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-10-methoxy-2-phenyl-3-oxa-1-aza-spiro[4.5]dec-1-ene-4,8-dione → (1S,2R)-1-Benzoylamino-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-cyclohexanecarboxylic acid methyl ester (178976-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DBU / 0.5 h / 0 °C

2: H₂ / 10percent Pd/C / ethyl acetate / 8 h / 760 Torr

3: 84 percent / 5N aq. HCl / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/0957-4166(96)00160-7

upstream raw materials:

methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate

methyl (1R,6R)-1-benzamido-6-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-4-oxo-2-cyclohexen-1-carboxylate