2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Base Information

Chemical Name:2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol
CAS No.:122822-09-7
Molecular Formula:C₄₃H₆₂O₇Si₂
Molecular Weight:747.132
Hs Code.:

2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Synonyms:2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

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Chemical Property of 2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

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Technology Process of 2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

There total 4 articles about 2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol 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: 91.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 122822-08-6
2,6:5,9:8,12-Trianhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

: 122822-09-7
2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-03-1,122822-15-5
Methyl (E)-4,5:7,11:10,14-trianhydro-12-O-benzyl-8-hydroxy-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-altro-pentadec-2-enonate

: 122822-09-7
2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / camphorosulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

2: 1.) ozone, 2.) Me₂S, Ph₃P, NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, r.t., 1 h

3: 91 percent / imidazole / dimethylformamide / 0.5 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; ozone; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-04-2
Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

: 122822-09-7
2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) ozone, 2.) Me₂S, Ph₃P, NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, r.t., 1 h

2: 91 percent / imidazole / dimethylformamide / 0.5 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; dimethylsulfide; ozone; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1021/ja00199a031