allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside
CAS No.:273935-08-3
Molecular Formula:C₄₂H₄₈O₈
Molecular Weight:680.838
Hs Code.:

Synonyms:allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

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Chemical Property of allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

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Technology Process of allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

There total 1 articles about allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside 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: 86.0%

: 78184-40-4
1-O-allyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 108052-76-2
4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester

: 273935-08-3
allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 85 ℃; for 12h;
DOI:10.1016/S0008-6215(99)00327-4

Reference yield: 81.0%

: 273935-08-3
allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

: 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-D-glucopyranose

Guidance literature:: allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside; With 1,4-diaza-bicyclo[2.2.2]octane; RhCl(PPh₃)3; In ethanol; for 6h; Heating;

With water; iodine; In pyridine; at 20 ℃; for 0.166667h;
DOI:10.1016/S0008-6215(99)00327-4

Reference yield:

: 273935-08-3
allyl 2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranoside

: 273935-10-7
2,3,4-tri-O-benzyl-6-O-[4-(tert-butoxycarbonyl)benzyl]-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: DABCO / RhCl(PPh₃)3 / aq. ethanol / 6 h / Heating

1.2: 81 percent / I₂; H₂O / pyridine / 0.17 h / 20 °C

2.1: 82 percent / DBU / CH₂Cl₂ / 4 h

With 1,4-diaza-bicyclo[2.2.2]octane; 1,8-diazabicyclo[5.4.0]undec-7-ene; RhCl(PPh₃)3; In ethanol; dichloromethane; 1.1: Isomerization / 1.2: Hydrolysis / 2.1: Addition;
DOI:10.1016/S0008-6215(99)00327-4