[1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid

Base Information

• Chemical Name: [1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid
• CAS No.: 851657-32-4
• Molecular Formula: C₂₄H₂₅NO₄
• Molecular Weight: 391.467

Synonyms:[1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid

Chemical Property of [1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid

Chemical Property:

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Technology Process of [1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid

There total 1 articles about [1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic 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:

2-(benzyloxy)carbonylamino-3,5-dimethylcyclohex-3-enecarboxylic acid (-)-8-phenylmenthyl ester + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → [1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid (851657-32-4) + (1R,2R,5S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3,5-dimethyl-cyclohex-3-enecarboxylic acid

Guidance literature:

2-(benzyloxy)carbonylamino-3,5-dimethylcyclohex-3-enecarboxylic acid (-)-8-phenylmenthyl ester; With trifluorormethanesulfonic acid; trifluoroacetic acid; at 0 ℃; for 2h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 10h; Title compound not separated from byproducts;

DOI:10.1021/jm049500j

Reference yield:

[1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid (851657-32-4) + R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + N-Fmoc-tyrosine → (S)-2-{[(1S,2S,5R)-3,5-Dimethyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-cyclohex-3-enecarbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid

Guidance literature:

Multistep reaction;

DOI:10.1021/jm049500j

Reference yield:

[1S,2S,5R]-3,5-dimethyl-2-[N-((9-fluoren-9-ylmethoxy)carbonyl)amino]cyclohex-3-enecarboxylic acid (851657-32-4) + (S)-Mosher acid (17257-71-5,20445-31-2,56135-03-6,81655-41-6) + N-Fmoc-tyrosine → (S)-2-{[(1S,2S,5R)-3,5-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-cyclohex-3-enecarbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid

Guidance literature:

Multistep reaction;

DOI:10.1021/jm049500j

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

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