O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate

Base Information

• Chemical Name: O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate
• CAS No.: 220734-62-3
• Molecular Formula: C₄₀H₄₄Cl₃NO₇Si
• Molecular Weight: 785.236
• Mol file: 220734-62-3.mol

Synonyms:O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate

Chemical Property of O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate

There total 12 articles about O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate 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: 89.0%

trichloroacetonitrile (545-06-2) + 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose (225924-60-7) → O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate (220734-62-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene;

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate (220734-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / imidazole / dimethylformamide / 24 h / 4 °C

2: 79 percent / NaH / dimethylformamide / Ambient temperature

3: AcOH / H₂O; acetone / 1 h / Ambient temperature

With 1H-imidazole; sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<1153::AID-EJOC1153>3.0.CO;2-S

Reference yield:

benzyl bromide (100-39-0) → O-(2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl) trichloroacetimidate (220734-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

2: AcOH / H₂O; acetone / 1 h / Ambient temperature

With sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<1153::AID-EJOC1153>3.0.CO;2-S

upstream raw materials:

trichloroacetonitrile

2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose

acetic anhydride

benzyl bromide

Downstream raw materials:

Allyl-2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsiloxan-α-D-mannopyranosid

allyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside

allyl 3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

allyl 2-O-allyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside