phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside

Base Information

• Chemical Name: phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside
• CAS No.: 947256-89-5
• Molecular Formula: C₃₀H₅₈O₄SSi₃
• Molecular Weight: 599.111
• Mol file: 947256-89-5.mol

Synonyms:phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside

Chemical Property of phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside

There total 1 articles about phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside 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: 99.0%

t-butyldimethylsiyl triflate (69739-34-0) + phenyl 1-thio-α-L-rhamnopyranose (1214-98-8,105026-40-2,127061-11-4,131724-82-8) → phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside (947256-89-5)

Guidance literature:

With pyridine; dmap; at 50 ℃;

DOI:10.1021/ja071955l

Reference yield: 100.0%

phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside (947256-89-5) + C24H29NO7 (1040752-16-6) → benzyl 4-O-(2,3,4-tri-O-tbutyldimethylsilyl-6-deoxy-α-L-mannoside)-2-deoxy-2-N-acetyl-3-O-acetyl-6-O-benzyl-β-D-glucopyranoside (1040752-05-3)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -78 - 20 ℃;

DOI:10.1039/b801305e

Reference yield: 95.0%

phenyl 6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-L-mannopyranoside (947256-89-5) + phenyl 2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside → phenyl 2,3-di-O-benzoyl-6-O-benzyl-4-O-(6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-1-thio-β-D-glucopyranoside (947257-14-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃;

DOI:10.1021/ja071955l

upstream raw materials:

t-butyldimethylsiyl triflate

phenyl 1-thio-α-L-rhamnopyranose

Downstream raw materials:

phenyl 2,3,4-tri-O-benzyl-6-O-(6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-1-thio-β-D-glucopyranoside

phenyl 2,3,6-tri-O-benzyl-4-O-(6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-1-thio-β-D-glucopyranoside

phenyl 2,3-di-O-benzoyl-6-O-benzyl-4-O-(6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-1-thio-β-D-glucopyranoside

phenyl 2,3-di-O-acetyl-6-O-benzyl-4-O-(6-deoxy-2,3,4-tri-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-1-thio-β-D-glucopyranoside