4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

Base Information

Chemical Name:4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester
CAS No.:138785-30-5
Molecular Formula:C₃₂H₅₆O₁₁Si₂
Molecular Weight:672.961
Hs Code.:

4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

Synonyms:4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

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Chemical Property of 4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

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Technology Process of 4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

There total 17 articles about 4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester 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: 52.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 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

: 138812-90-5
2-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5-iodo-3,4-dimethoxy-6-methyl-benzoic acid methyl ester

: 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

: 138785-30-5
4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

Guidance literature:: With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylamine; In dimethyl sulfoxide; at 65 ℃; for 36h; under 760 Torr;
DOI:10.1021/ja00126a013

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 138785-30-5
4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 16 percent / Pd(OAc)2, 1,3-bis(diphenylphosphino)propane, Et₃N / dimethylsulfoxide / 36 h / 65 °C / 760 Torr

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

Reference yield:

: 138785-35-0
4,6-diiodo-2,3-dimethoxy-5-methylphenyl 2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranoside

: 138785-30-5
4-[(2S,3R,4R,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy]-5,6-dimethoxy-2-methyl-isophthalic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / MeONa / methanol / 4 h / Ambient temperature

2: 98 percent / pyridine, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

3: 16 percent / Pd(OAc)2, 1,3-bis(diphenylphosphino)propane, Et₃N / dimethylsulfoxide / 36 h / 65 °C / 760 Torr

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