(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester
CAS No.:878560-08-8
Molecular Formula:C₃₂H₄₁NO₅
Molecular Weight:519.681
Hs Code.:

(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

Synonyms:(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

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Chemical Property of (1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

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Technology Process of (1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

There total 8 articles about (1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic 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: 40.0%

: 878560-05-5
(-)-8-phenylmenthyl (1R,2R,4S)-2-(benzoylamino)-3-oxobicyclo[2.2.1]heptane-2-carboxylate

: 18107-18-1
diazomethyl-trimethyl-silane

: (1S,3R)-3-{(R)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

: 878560-08-8
(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

Guidance literature:: (-)-8-phenylmenthyl (1R,2R,4S)-2-(benzoylamino)-3-oxobicyclo[2.2.1]heptane-2-carboxylate; With pyridine; water; for 3h; Heating;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; for 0.5h;
DOI:10.1016/j.tetasy.2005.11.011

Reference yield:

: 65253-04-5
(-)-8-phenylmenthol

: 878560-08-8
(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / (Bu₂SnCl)2O / toluene / 24 h / Heating

2.1: 90 percent / triethylamine / CH₂Cl₂ / 3 h / -10 °C

3.1: 76 percent / Mg(ClO₄)2 / toluene / 36 h / sonication

4.1: 96 percent / H₂ / Pd/C / ethanol / 2 h / 25 °C / 760 Torr

5.1: 95 percent / Na₂CO₃ / ethanol / 24 h / 25 °C

6.1: 95 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / 20 °C

7.1: pyridine; H₂O / 3 h / Heating

7.2: 30 percent / methanol; diethyl ether / 0.5 h

With pyridine; magnesium(II) perchlorate; water; hydrogen; 1,3-dichlorotetrabutyldistannoxane; sodium carbonate; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane; toluene; 3.1: Diels-Alder reaction / 7.1: retro-Claisen reaction;
DOI:10.1016/j.tetasy.2005.11.011

Reference yield:

: 878559-99-0
(-)-8-phenylmenthyl (Z)-2-(benzoylamino)-3-hydroxyacrylate

: 878560-08-8
(1S,3R)-3-{(S)-Benzoylamino-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-methyl}-cyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / triethylamine / CH₂Cl₂ / 3 h / -10 °C

2.1: 76 percent / Mg(ClO₄)2 / toluene / 36 h / sonication

3.1: 96 percent / H₂ / Pd/C / ethanol / 2 h / 25 °C / 760 Torr

4.1: 95 percent / Na₂CO₃ / ethanol / 24 h / 25 °C

5.1: 95 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / 20 °C

6.1: pyridine; H₂O / 3 h / Heating

6.2: 30 percent / methanol; diethyl ether / 0.5 h

With pyridine; magnesium(II) perchlorate; water; hydrogen; sodium carbonate; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane; toluene; 2.1: Diels-Alder reaction / 6.1: retro-Claisen reaction;
DOI:10.1016/j.tetasy.2005.11.011