2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside
CAS No.:904319-29-5
Molecular Formula:C₅₅H₆₃ClO₁₄Si
Molecular Weight:1011.64
Hs Code.:

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

Synonyms:2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-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: 57.0%

: 904319-28-4
phenyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-1-thio-β-D-glucopyranoside

: 904319-27-3
2-(trimethylsilyl)ethyl 2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzyl-β-D-glucopyranoside

: 904319-29-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -40 ℃;
DOI:10.1016/j.carres.2006.04.019

Reference yield:

: 128848-51-1
phenyl 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

: 904319-29-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / CH₂Cl₂; pyridine / 2 h / 0 °C

2: 57 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / -40 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In pyridine; dichloromethane;
DOI:10.1016/j.carres.2006.04.019

Reference yield:

: 71676-30-7,87508-18-7,138922-03-9,87508-17-6
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 904319-29-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-benzyl-2-O-chloroacetyl-β-D-glucopyranosyl-(1->4)-2-O-benzoyl-6-O-benzyl-3-O-p-methoxybenzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-Bu₂SnO / benzene / 5 h / Heating

1.2: 84 percent / n-Bu₄NBr / toluene / 5 h / 60 °C

2.1: 96 percent / CH₂Cl₂; pyridine / 2 h / 0 °C

3.1: 57 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / -40 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; di(n-butyl)tin oxide; In pyridine; dichloromethane; benzene;
DOI:10.1016/j.carres.2006.04.019