4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

Base Information

Chemical Name:4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside
CAS No.:138785-38-3
Molecular Formula:C₂₉H₅₃IO₈Si₂
Molecular Weight:712.811
Hs Code.:

Synonyms:4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

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Chemical Property of 4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

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Technology Process of 4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

There total 18 articles about 4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside 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: 92.0%

: 138785-37-2
methyl 4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoate

: 138785-38-3
4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; cyclohexane; at -78 ℃; for 0.333333h;
DOI:10.1021/ja00126a013

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 138785-38-3
4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / pyridine, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

2: 52 percent / Pd(OAc)2, 1,3-bis(diphenylphosphino)propane, Et₃N / dimethylsulfoxide / 36 h / 65 °C / 760 Torr

3: 92 percent / DIBAL-H / CH₂Cl₂; cyclohexane / 0.33 h / -78 °C

With pyridine; dmap; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; diisobutylaluminium hydride; triethylamine; In dichloromethane; cyclohexane; dimethyl sulfoxide;
DOI:10.1021/ja00126a013

Reference yield:

: 138785-36-1
4,6-diiodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

: 138785-38-3
4-hydroxymethyl-6-iodo-2,3-dimethoxy-5-methylphenyl 6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / Pd(OAc)2, 1,3-bis(diphenylphosphino)propane, Et₃N / dimethylsulfoxide / 36 h / 65 °C / 760 Torr

2: 92 percent / DIBAL-H / CH₂Cl₂; cyclohexane / 0.33 h / -78 °C

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; diisobutylaluminium hydride; triethylamine; In dichloromethane; cyclohexane; dimethyl sulfoxide;
DOI:10.1021/ja00126a013