ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside
• CAS No.: 866322-01-2
• Molecular Formula: C₆₃H₆₆O₁₁S
• Molecular Weight: 1031.28

Synonyms:ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside

Chemical Property of ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside

There total 2 articles about ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside 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:

ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside (39483-51-7,119645-03-3,126461-54-9,128850-50-0) + Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-bromo-tetrahydro-pyran-3-yl ester (125608-47-1) → ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside (866322-01-2)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; toluene; at -30 ℃; for 0.333333h;

DOI:10.1021/jo0508595

Reference yield:

ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (132360-46-4) → ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside (866322-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / CH₂Cl₂ / 0.5 h

2: 1.052 g / AgOTf / CH₂Cl₂; toluene / 0.33 h / -30 °C

With bromine; silver trifluoromethanesulfonate; In dichloromethane; toluene;

DOI:10.1021/jo0508595

Reference yield: 90.0%

ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-α-D-thiomannopyranoside (866322-01-2) → ethyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside (543698-61-9)

Guidance literature:

With sodium methylate; In methanol; dichloromethane;

DOI:10.1021/ja057339b

upstream raw materials:

ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

Benzoic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-bromo-tetrahydro-pyran-3-yl ester

ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

ethyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

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