2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

Base Information

Chemical Name:2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol
CAS No.:114406-17-6
Molecular Formula:C₄₈H₆₂O₇Si
Molecular Weight:779.102
Hs Code.:

Synonyms:2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

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Chemical Property of 2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

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Technology Process of 2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

There total 4 articles about 2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol 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: 95.0%

: 128041-89-4
(2R,4R,4aR,5S,6S,8aS)-4,5,6-Tris-benzyloxy-2-[(1R,2R)-2-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methyl-tetrahydro-pyrano[2,3-b]pyran-3-one

: 19493-09-5
Methylenetriphenylphosphorane

: 114406-17-6
2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

Guidance literature:: In tetrahydrofuran; Ambient temperature;

Reference yield:

: 128062-05-5
2,3,5,9-tetra-O-benzyl-4,8-dideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-L-talo-L-altro-1',1-bipyranoside-decitol

: 114406-17-6
2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / triethylamin, 2,4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: 1) DMSO, oxalyl chloride / 1) CH₂Cl₂, -78 deg C, 2) a) 25 min, b) Et₃N

3: 95 percent / tetrahydrofuran / Ambient temperature

With oxalyl dichloride; 2,4-dimethylaminopyridine; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: (3S,4S,4aS,6R,7R,8S,8aR,9aS,10R,10aS)-3,4,6,10-Tetrakis-benzyloxy-7-(3,4-dimethyl-benzyloxy)-3,8-dimethyl-decahydro-1,5,9-trioxa-anthracene

: 114406-17-6
2,3,5,9-tetra-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-10-O-t-butyldimethylsilyl-L-lyxo-L-altro-6-eno-1',1-bipyranoside-decitol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, H₂O, 2) NaBH₄ / 1) a) CH₂Cl₂, p-dioxane, r.t., 4h, b) 3,4-dimethoxybenzylalcohol 2) EtOH, r.t., 12h

2: 75 percent / triethylamin, 2,4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 1) DMSO, oxalyl chloride / 1) CH₂Cl₂, -78 deg C, 2) a) 25 min, b) Et₃N

4: 95 percent / tetrahydrofuran / Ambient temperature

With sodium tetrahydroborate; oxalyl dichloride; 2,4-dimethylaminopyridine; water; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;