(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

Base Information

Chemical Name:(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester
CAS No.:581067-58-5
Molecular Formula:C₃₆H₄₁NO₁₀
Molecular Weight:647.722
Hs Code.:

Synonyms:(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

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Chemical Property of (2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

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Technology Process of (2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

There total 3 articles about (2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl 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: 76.0%

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 158732-35-5
(R,R)-1,2-bis(benzyloxycarbonyl)-2-hydroxyethyl benzoate

: 581067-58-5
(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

Guidance literature:: With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(03)00459-9

Reference yield:

: 622-00-4
dibenzyl (2R,3R)-2,3-dihydroxybutanedioate

: 581067-58-5
(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 38 percent / 4-dimethylaminopyridine; hydroxybenzotriazole; dicyclohexyl carbodiimide / CH₂Cl₂ / 20 °C

2: 76 percent / 4-dimethylaminopyridine; hydroxybenzotriazole; dicyclohexyl carbodiimide / CH₂Cl₂ / 20 °C

With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; 2: Steglich coupling;
DOI:10.1016/S0040-4020(03)00459-9

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 581067-58-5
(2R,3R)-2-Benzoyloxy-3-(6-tert-butoxycarbonylamino-hexanoyloxy)-succinic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / p-TsOH / benzene / 24 h / 107 °C

2: 38 percent / 4-dimethylaminopyridine; hydroxybenzotriazole; dicyclohexyl carbodiimide / CH₂Cl₂ / 20 °C

3: 76 percent / 4-dimethylaminopyridine; hydroxybenzotriazole; dicyclohexyl carbodiimide / CH₂Cl₂ / 20 °C

With dmap; benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; benzene; 3: Steglich coupling;
DOI:10.1016/S0040-4020(03)00459-9