methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

Base Information

Chemical Name:methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate
CAS No.:478701-17-6
Molecular Formula:C₄₀H₇₈O₉Si₄
Molecular Weight:815.396
Hs Code.:

Synonyms:methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

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Chemical Property of methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

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Technology Process of methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

There total 14 articles about methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate 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: 69.0%

: 478701-10-9
methyl 2-(6'-O-benzyl-2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

: 478701-17-6
methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0040-4039(02)01460-0

Reference yield:

: 290330-34-6
2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl bromide

: 478701-17-6
methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

Guidance literature:: Multi-step reaction with 4 steps

1: AgOTf / molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -30 - 20 °C

2: sodium methoxide / methanol / 7 h / 20 °C

3: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4: hydrogen / Pd(OH)2 / tetrahydrofuran

With 2,6-dimethylpyridine; hydrogen; sodium methylate; silver trifluoromethanesulfonate; palladium dihydroxide; 4 A molecular sieve; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2005.06.022

Reference yield:

: 478701-09-6
methyl 2-(2',3',4'-tri-O-acetyl-6'-O-benzyl-β-D-galactopyranosyl-oxy)-3-p-acetyloxyphenyl propionate

: 478701-17-6
methyl 2-(2',3',4'-tri-O-t-butyldimethylsilyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsiloxyphenyl propionate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methoxide / methanol / 7 h / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3: hydrogen / Pd(OH)2 / tetrahydrofuran

With 2,6-dimethylpyridine; hydrogen; sodium methylate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2005.06.022