5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

Base Information

Chemical Name:5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol
CAS No.:882528-63-4
Molecular Formula:C₃₉H₆₆O₇Si₃
Molecular Weight:731.205
Hs Code.:

Synonyms:5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

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Chemical Property of 5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

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Technology Process of 5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

There total 6 articles about 5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 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: 64.0%

: 866417-36-9
5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 882528-63-4
5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at -40 ℃; for 0.75h;
DOI:10.1021/jm051039n

Reference yield:

: 866417-27-8
phenyl 2-O-acetyl-6-O-allyldimethylsilyl-3,4-bis-O-tert-butyldimethylsilyl-1-seleno-β-D-glucopyranoside

: 882528-63-4
5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / AIBN; Bu₃SnH / benzene / 4 h / Heating

2: 61 percent / KBr; HBr; AcOOH / AcOH / dimethylformamide / 12 h / 20 °C

3: 64 percent / imidazole / dimethylformamide / 0.75 h / -40 °C

With 1H-imidazole; peracetic acid; 2,2'-azobis(isobutyronitrile); hydrogen bromide; tri-n-butyl-tin hydride; potassium bromide; acetic acid; In N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm051039n

Reference yield:

: 866417-31-4
phenyl 2-O-acetyl-3,4-bis-O-tert-butyldimethylsilyl-1-seleno-β-D-glucopyranoside

: 882528-63-4
5-O-acetyl-4,8-anhydro-6,7-bis-O-tert-butyldimethylsilyl-1-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Et₃N; DMAP / toluene / 0.5 h / 20 °C

2: 72 percent / AIBN; Bu₃SnH / benzene / 4 h / Heating

3: 61 percent / KBr; HBr; AcOOH / AcOH / dimethylformamide / 12 h / 20 °C

4: 64 percent / imidazole / dimethylformamide / 0.75 h / -40 °C

With 1H-imidazole; peracetic acid; dmap; 2,2'-azobis(isobutyronitrile); hydrogen bromide; tri-n-butyl-tin hydride; triethylamine; potassium bromide; acetic acid; In N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jm051039n