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

Base Information

• Chemical Name: methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate
• CAS No.: 178976-47-1
• Molecular Formula: C₂₀H₂₅NO₆
• Molecular Weight: 375.422
• Mol file: 178976-47-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 2 articles about methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate 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%

methyl (1R,6R)-1-benzamido-6-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-4-oxo-2-cyclohexen-1-carboxylate (174506-58-2) → methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate (178976-47-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4020(00)01061-9

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 → methyl (1S,2R)-1-benzoylamino-2-[(4'S)-4'-(2',2'-dimethyl-1',3'-dioxolo)]-4-oxocyclohexane-1-carboxylate (178976-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DBU / 0.5 h / 0 °C

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

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

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

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

upstream raw materials:

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

Downstream raw materials:

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