benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Base Information

• Chemical Name: benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside
• CAS No.: 1580516-36-4
• Molecular Formula: C₂₉H₄₂O₆Si
• Molecular Weight: 514.734
• Mol file: 1580516-36-4.mol

Synonyms:benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Chemical Property of benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside

There total 1 articles about benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-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: 97.0%

benzyl 6-O-(tert-butyldimethyl)silyl-2,3-O-isopropylidene-α-D-mannopyranoside (128057-05-6) + benzyl bromide (100-39-0) → benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside (1580516-36-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.3184/174751913X13823645011477

Reference yield: 95.0%

benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside (1580516-36-4) → benzyl 2,3-O-isopropylidene-4-O-benzyl-α-D-mannopyranoside (1580516-40-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.3184/174751913X13823645011477

Reference yield:

benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside (1580516-36-4) → C49H55O8S(1+)*CF3O3S(1-) (1580516-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / -20 °C / Inert atmosphere

2.2: 0.58 h / -20 - 0 °C / Inert atmosphere

3.1: tetrahydrofuran / 72 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.3184/174751913X13823645011477

upstream raw materials:

benzyl 6-O-(tert-butyldimethyl)silyl-2,3-O-isopropylidene-α-D-mannopyranoside

benzyl bromide

Downstream raw materials:

C₄₉H₅₅O₈S⁽¹⁺⁾*CF₃O₃S^(1-)

benzyl 2,3-O-isopropylidene-4-O-benzyl-α-D-mannopyranoside

benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside