5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

Base Information

Chemical Name:5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol
CAS No.:116490-79-0
Molecular Formula:C₅₁H₅₈O₁₀
Molecular Weight:831.016
Hs Code.:

Synonyms:5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

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Chemical Property of 5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

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Technology Process of 5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

There total 3 articles about 5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol 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: 70.0%

: 100-39-0
benzyl bromide

: 116490-78-9
5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-acetyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

: 116490-79-0
5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1016/0008-6215(88)84144-2

Reference yield:

: 116490-77-8
2,3-di-O-acetyl-4,6-O-ethylidene-α-D-glucopyranosyl bromide

: 116490-79-0
5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / mercuric bromode, mercuric cyanide, pulverised molecular sieves (3 A) / benzene; nitromethane

2: 70 percent / sodium hydride 50 percent disp. in oil / dimethylformamide / 1.5 h / Ambient temperature

With 3 A molecular sieve; mercury(II) cyanide; sodium hydride; mercury dibromide; In nitromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(88)84144-2

Reference yield:

: 29810-01-3
1,2,3-tri-O-acetyl-4,6-O-ethylidene-α-D-glucopyranose

: 116490-79-0
5-O-allyl-1,2,3-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-ethylidene-β-D-glucopyranosyl)-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen bromide / CH₂Cl₂ / 2 h / -20 °C

2: 86 percent / mercuric bromode, mercuric cyanide, pulverised molecular sieves (3 A) / benzene; nitromethane

3: 70 percent / sodium hydride 50 percent disp. in oil / dimethylformamide / 1.5 h / Ambient temperature

With 3 A molecular sieve; hydrogen bromide; mercury(II) cyanide; sodium hydride; mercury dibromide; In nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(88)84144-2