2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

Base Information

Chemical Name:2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate
CAS No.:394212-37-4
Molecular Formula:C₂₈H₃₃O₁₂PS
Molecular Weight:624.603
Hs Code.:

Synonyms:2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

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Chemical Property of 2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

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Technology Process of 2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

There total 8 articles about 2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate 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: 26.0%

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: 2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α,β-D-galactopyranose

: 394212-37-4
2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

Guidance literature:: 2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α,β-D-galactopyranose; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate; In tetrahydrofuran; at -60 ℃; for 0.5h;
DOI:10.1016/S0008-6215(01)00228-2

Reference yield:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 394212-37-4
2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: CH₂Cl₂ / 1 h / -10 °C

2.1: 2.7 g / butan-2-one / 1.5 h / 70 °C

3.1: 68 percent / FeCl₃ / 48 h / 80 °C

4.1: TiBr₄ / CH₂Cl₂; ethyl acetate / 6 h / 20 °C

5.1: 430 mg / sodium acetate / CH₂Cl₂; ethyl acetate / 6 h / 20 °C

6.1: butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

6.2: 26 percent / tetrahydrofuran / 0.5 h / -60 °C

With n-butyllithium; sodium acetate; iron(III) chloride; titanium(IV) bromide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; butanone;
DOI:10.1016/S0008-6215(01)00228-2

Reference yield:

: 87871-03-2
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

: 394212-37-4
2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-D-galactopyranosyl dibenzyl phosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2.7 g / butan-2-one / 1.5 h / 70 °C

2.1: 68 percent / FeCl₃ / 48 h / 80 °C

3.1: TiBr₄ / CH₂Cl₂; ethyl acetate / 6 h / 20 °C

4.1: 430 mg / sodium acetate / CH₂Cl₂; ethyl acetate / 6 h / 20 °C

5.1: butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

5.2: 26 percent / tetrahydrofuran / 0.5 h / -60 °C

With n-butyllithium; sodium acetate; iron(III) chloride; titanium(IV) bromide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; butanone;
DOI:10.1016/S0008-6215(01)00228-2