methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside
CAS No.:866890-41-7
Molecular Formula:C₄₀H₅₅NO₁₈
Molecular Weight:837.873
Hs Code.:

methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

Synonyms:methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

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Chemical Property of methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

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Technology Process of methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

There total 7 articles about methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-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: 50.0%

: 866890-36-0
methyl {2-O-acetyl-4,6-O-benzylidene-3-O-[(S)-1-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 108-24-7
acetic anhydride

: 866890-41-7
methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: methyl {2-O-acetyl-4,6-O-benzylidene-3-O-[(S)-1-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside; With toluene-4-sulfonic acid; ethanethiol; In methanol; dichloromethane; at 20 ℃; for 15h;

acetic anhydride; With pyridine; at 20 ℃; for 24h;
DOI:10.1080/07328300500176312

Reference yield:

: 866890-31-5
methyl {4,6-O-benzylidene-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 866890-41-7
methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,3-propanedithiol; pyridine; triethylamine / H₂O / 3.75 h / 20 °C / pH 9 - 10

2.1: 34 mg / pyridine / 48 h / 20 °C

3.1: ethanethiol; TsOH / CH₂Cl₂; methanol / 15 h / 20 °C

3.2: 50 percent / pyridine / 24 h / 20 °C

With pyridine; 1.3-propanedithiol; toluene-4-sulfonic acid; triethylamine; ethanethiol; In methanol; dichloromethane; water;
DOI:10.1080/07328300500176312

Reference yield:

: (S)-[(2S,4aR,6R,7R,8R,8aS)-6-((2S,4aR,6R,7R,8R,8aR)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-cyclohexyl-acetic acid benzyl ester

: 866890-41-7
methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 34 mg / pyridine / 48 h / 20 °C

2.1: ethanethiol; TsOH / CH₂Cl₂; methanol / 15 h / 20 °C

2.2: 50 percent / pyridine / 24 h / 20 °C

With pyridine; toluene-4-sulfonic acid; ethanethiol; In methanol; dichloromethane;
DOI:10.1080/07328300500176312