Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

Base Information

Chemical Name:Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester
CAS No.:228106-34-1
Molecular Formula:C₂₉H₃₉N₃O₈Si
Molecular Weight:585.729
Hs Code.:

Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

Synonyms:Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

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Chemical Property of Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

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Technology Process of Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

There total 3 articles about Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl 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: 65.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 228106-22-7
Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

: 228106-34-1
Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.0833333h;
DOI:10.1021/ja9836085

Reference yield:

: 878-00-2
4-formylphenyl acetate

: 228106-34-1
Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / ZnCl₂ / CH₂Cl₂ / 18 h / 20 °C

2: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / -78 °C

With boron trifluoride diethyl etherate; zinc(II) chloride; In dichloromethane;
DOI:10.1021/ja9836085

Reference yield:

: 99049-67-9
tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid

: 228106-34-1
Acetic acid 4-[(2R,4aR,6S,7R,8R,8aS)-7-azido-6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl]-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / ZnCl₂ / CH₂Cl₂ / 18 h / 20 °C

2: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / -78 °C

With boron trifluoride diethyl etherate; zinc(II) chloride; In dichloromethane;
DOI:10.1021/ja9836085