2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

Base Information

Chemical Name:2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester
CAS No.:461385-12-6
Molecular Formula:C₄₃H₄₂N₂O₆
Molecular Weight:682.816
Hs Code.:

Synonyms:2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

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Chemical Property of 2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

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Technology Process of 2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

There total 7 articles about 2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl 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: 73.0%

: 2R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)pent-4'-enyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

: 461385-12-6
2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

Guidance literature:: 2R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)pent-4'-enyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester; With ozone; In methanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In methanol; dichloromethane; at 20 ℃; Further stages.;
DOI:10.1021/jo025636i

Reference yield:

: 461385-09-1
2R,5R,6S-2-(2-(benzylimino)ethyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

: 461385-12-6
2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / CeCl₃ / tetrahydrofuran / 0.5 h / -40 °C

2.1: 80 percent / NaOH / dioxane; H₂O / 12 h / 0 - 5 °C

3.1: O₃ / methanol; CH₂Cl₂ / -78 °C

3.2: 73 percent / (C₆H₅)3P / methanol; CH₂Cl₂ / 20 °C

With sodium hydroxide; cerium(III) chloride; ozone; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/jo025636i

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 461385-12-6
2R,2'R,5R,6S-2-(2'-((benzyl)(benzyloxycarbonyl)amino)-4'-oxobutyl)-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / (C₂H₅)3N; 4-dimethylaminopyridine / CCl₃F / 5.5 h / 20 °C

2.1: 85 percent / di-(isobutyl)aluminum hydride / CH₂Cl₂; toluene / 2 h / -78 °C

3.1: 98 percent / Al₂O₃ / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 96 percent / CeCl₃ / tetrahydrofuran / 0.5 h / -40 °C

5.1: 80 percent / NaOH / dioxane; H₂O / 12 h / 0 - 5 °C

6.1: O₃ / methanol; CH₂Cl₂ / -78 °C

6.2: 73 percent / (C₆H₅)3P / methanol; CH₂Cl₂ / 20 °C

With dmap; aluminum oxide; sodium hydroxide; cerium(III) chloride; diisobutylaluminum hydride; ozone; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; trichlorofluoromethane; water; toluene;
DOI:10.1021/jo025636i