(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

Base Information

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
CAS No.:202831-85-4
Molecular Formula:C₃₂H₃₆NO₁₁P
Molecular Weight:641.612
Hs Code.:

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

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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

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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

There total 5 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 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: 97.0%

: 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

: 202831-85-4
(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

Guidance literature:: With acetic acid; zinc; In water; at 20 ℃; for 3h;
DOI:10.1021/acs.joc.0c01004

Reference yield:

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

: 202831-85-4
(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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 91 percent / Zn; aq. AcOH / 1 h / 20 °C

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

Reference yield:

: (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

: 202831-85-4
(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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 91 percent / Zn; aq. AcOH / 1 h / 20 °C

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