((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane

Base Information

• Chemical Name: ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane
• CAS No.: 138181-73-4
• Molecular Formula: C₃₆H₄₂O₇SSi
• Molecular Weight: 646.877
• Mol file: 138181-73-4.mol

Synonyms:

Chemical Property of ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane

There total 2 articles about ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane 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:

((3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane (138181-69-8,138181-70-1) → ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane (138181-73-4,138181-74-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -25 - 0 ℃;

DOI:10.1021/ja00029a047

Reference yield:

(3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol (354114-14-0) → ((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane (138181-73-4,138181-74-5)

Guidance literature:

Multi-step reaction with 2 steps

2: MCPBA / CH₂Cl₂ / -25 - 0 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ja00029a047

Reference yield:

((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane (138181-73-4,138181-74-5) → methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside (73415-91-5)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/ja00029a047

upstream raw materials:

((3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-methoxy-dimethyl-silane

(3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

Downstream raw materials:

methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside