(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

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Chemical Name:(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester
CAS No.:250757-24-5
Molecular Formula:C₃₄H₃₇Cl₃NO₁₁P
Molecular Weight:773.001
Hs Code.:

(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

Synonyms:(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

There total 4 articles about (R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl 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: 79.0%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: (R)-2-((2R,4aR,7R,8R,8aS)-7-Acetylamino-6-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 2,2,2-trichloro-ethyl ester

: 250757-24-5
(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Dibenzyl N,N-diisopropylphosphoramidite; (R)-2-((2R,4aR,7R,8R,8aS)-7-Acetylamino-6-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 2,2,2-trichloro-ethyl ester; With 1H-tetrazole; In dichloromethane; acetonitrile; at -40 - 20 ℃; for 2h;

With 3-chloro-benzenecarboperoxoic acid; at -60 - 20 ℃; for 1h;
DOI:10.1021/acs.joc.0c01004

Reference yield: 70.0%

: (R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

: 250757-24-5
(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/ja991556t

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 250757-24-5
(R)-2-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-(bis-benzyloxy-phosphoryloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-tetrazole / CH₂Cl₂ / 1.5 h / -30 - 20 °C

2: 70 percent / m-CPBA / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1: Esterification / 2: Oxidation;
DOI:10.1021/ja991556t