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

Base Information

• Chemical Name: 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose
• CAS No.: 225924-60-7
• Molecular Formula: C₃₈H₄₄O₇Si
• Molecular Weight: 640.849
• Mol file: 225924-60-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose 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: 77.0%

1,2-di-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-mannopyranose (225924-94-7) → 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose (225924-60-7)

Guidance literature:

With ammonium carbonate; In N,N-dimethyl-formamide;

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose (225924-60-7)

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

4: 2.) hydrazinium acetate / 1.) pyridine, 7 h, RT; 2.) DMF, 50 deg C, 4 h

With 1H-imidazole; hydrazinium monoacetate; 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) → 2-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranose (225924-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

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

3: 2.) hydrazinium acetate / 1.) pyridine, 7 h, RT; 2.) DMF, 50 deg C, 4 h

With hydrazinium monoacetate; 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:

1,2-di-O-acetyl-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-mannopyranose

acetic anhydride

benzyl bromide

tert-butylchlorodiphenylsilane

Downstream raw materials:

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