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

Base Information

Chemical Name: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
CAS No.:228106-22-7
Molecular Formula:C₂₁H₃₁N₃O₇Si
Molecular Weight:465.579
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 85.0%

: 878-00-2
4-formylphenyl acetate

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

: 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

Guidance literature:: With zinc(II) chloride; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ja9836085

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:

: 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

: 228106-23-8
Acetic acid 4-[(2R,3S,4R,5R,6S)-5-azido-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethoxymethyl]-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / -78 °C

2: 74 percent / HCl, NaBH₃CN / diethyl ether; tetrahydrofuran / 20 °C

With hydrogenchloride; boron trifluoride diethyl etherate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja9836085