6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Base Information

Chemical Name:6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside
CAS No.:243142-16-7
Molecular Formula:C₄₄H₅₄O₁₁S
Molecular Weight:790.972
Hs Code.:

Synonyms:6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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Chemical Property of 6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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Technology Process of 6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

There total 7 articles about 6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside 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: 40.0%

: 196078-43-0
Acetic acid 1-((4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalen-2-yl)-ethyl ester

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 243142-16-7
6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In nitromethane; for 0.583333h; Ambient temperature;
DOI:10.1039/a705338j

Reference yield: 40.0%

: 196078-43-0
Acetic acid 1-((4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalen-2-yl)-ethyl ester

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 243142-16-7
6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

: 6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-α-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In nitromethane; at 20 ℃; for 0.0833333h;
DOI:10.1002/1099-0690(200106)2001:11<2083::AID-EJOC2083>3.0.CO;2-T

Reference yield:

: 152420-91-2
1-O,2-S-(2-acetyl-1-methyl-1,2-ethenediyl)-3,4,6-tri-O-benzyl-2-thio-α-D-glucopyranose

: 243142-16-7
6-[2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / LiAlH / tetrahydrofuran / 0.5 h / 0 °C

2: 97 percent / DMAP; pyridine / CH₂Cl₂ / 15 h

3: 40 percent / MeOTf / nitromethane / 0.08 h / 20 °C

With pyridine; dmap; methyl trifluoromethanesulfonate; In tetrahydrofuran; nitromethane; dichloromethane;
DOI:10.1002/1099-0690(200106)2001:11<2083::AID-EJOC2083>3.0.CO;2-T