5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

Base Information

Chemical Name:5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate
CAS No.:882528-66-7
Molecular Formula:C₄₂H₄₅O₁₇P₃
Molecular Weight:914.73
Hs Code.:

Synonyms:5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

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Chemical Property of 5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

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Technology Process of 5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

There total 9 articles about 5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate 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: 58.0%

: 882528-65-6
5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol

: 94988-57-5
N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine

: 882528-66-7
5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

Guidance literature:: 5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol; N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine; With 1H-tetrazole; In dichloromethane; at 0 ℃; for 0.5h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - 20 ℃; for 0.5h;
DOI:10.1021/jm051039n

Reference yield:

: 866417-30-3
Acetic acid (2S,3R,4R,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenylselanyl-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

: 882528-66-7
5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1.0 g / aq. TFA / CHCl₃ / 1 h / 20 °C

2.1: 90 percent / Et₃N; DMAP / toluene / 0.5 h / 20 °C

3.1: 72 percent / AIBN; Bu₃SnH / benzene / 4 h / Heating

4.1: 61 percent / KBr; HBr; AcOOH / AcOH / dimethylformamide / 12 h / 20 °C

5.1: 64 percent / imidazole / dimethylformamide / 0.75 h / -40 °C

6.1: 99 percent / pyridine / 0.5 h / 20 °C

7.1: 99 percent / TBAF; AcOH / tetrahydrofuran / 48 h / 20 °C

8.1: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 0 °C

8.2: 58 percent / m-CPBA / CH₂Cl₂ / 0.5 h / -40 - 20 °C

With pyridine; 1H-imidazole; 1H-tetrazole; peracetic acid; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen bromide; tri-n-butyl-tin hydride; acetic acid; triethylamine; trifluoroacetic acid; potassium bromide; acetic acid; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; benzene;
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

: 882528-66-7
5-O-acetyl-4,8-anhydro-9-O-benzoyl-2,3-dideoxy-D-glycero-D-gulo-nonitol 1,6,7-trisphosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 72 percent / AIBN; Bu₃SnH / benzene / 4 h / Heating

2.1: 61 percent / KBr; HBr; AcOOH / AcOH / dimethylformamide / 12 h / 20 °C

3.1: 64 percent / imidazole / dimethylformamide / 0.75 h / -40 °C

4.1: 99 percent / pyridine / 0.5 h / 20 °C

5.1: 99 percent / TBAF; AcOH / tetrahydrofuran / 48 h / 20 °C

6.1: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 0 °C

6.2: 58 percent / m-CPBA / CH₂Cl₂ / 0.5 h / -40 - 20 °C

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