benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside

Base Information

• Chemical Name: benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside
• CAS No.: 1133161-56-4
• Molecular Formula: C₂₂H₃₅IO₅Si
• Molecular Weight: 534.507
• Mol file: 1133161-56-4.mol

Synonyms:benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside

Chemical Property of benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside

There total 1 articles about benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-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: 59.0%

4-O-acetyl-1,5-anhydro-3-O-t-butyldimethylsilyl-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol (1133161-49-5) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside (1133161-56-4)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo900131a

Reference yield: 77.0%

benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside (1133161-56-4) → (2S,3S,4R,5R,6R)-6-(benzyloxy)-4-(tert-butyldimethylsilyloxy)-5-iodo-2,4-dimethyltetrahydro-2H-pyran-3-ol (1133161-30-4)

Guidance literature:

benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside; With diisobutylaluminium hydride; In dichloromethane; pentane; at -78 ℃; for 4.08333h; Inert atmosphere;

With methanol; rochelle salt; In dichloromethane; pentane; for 1h;

DOI:10.1021/jo900131a

upstream raw materials:

4-O-acetyl-1,5-anhydro-3-O-t-butyldimethylsilyl-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol

benzyl alcohol

Downstream raw materials:

(2S,3S,4R,5R,6R)-6-(benzyloxy)-4-(tert-butyldimethylsilyloxy)-5-iodo-2,4-dimethyltetrahydro-2H-pyran-3-ol