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

Base Information

Chemical Name: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
CAS No.:138812-90-5
Molecular Formula:C₃₀H₅₃IO₉Si₂
Molecular Weight:740.821
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 17 articles about 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 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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 5 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

: 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

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: 5 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