O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

Base Information

Chemical Name:O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate
CAS No.:918334-11-9
Molecular Formula:C₃₀H₄₀Cl₃NO₆Si
Molecular Weight:645.095
Hs Code.:

Synonyms:O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

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Chemical Property of O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

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Technology Process of O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

There total 6 articles about O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate 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:

: 918334-08-4
allyl 4,6-O-di-tert-butylsilylene-α-D-galactopyranoside

: 918334-11-9
O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 66 percent / sodium hydride / dimethylformamide / 15 h / -20 - 20 °C

2.1: hydrogen / [(1,5-cyclooctadiene)bis(methyldiphenylphosphine)Ir(I)]PF₆ / tetrahydrofuran / 1.17 h / 20 °C

2.2: 52 percent / acetyl chloride / methanol; CH₂Cl₂ / 1.5 h

3.1: DBU / CH₂Cl₂ / 1 h / 0 °C

With hydrogen; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.09.006

Reference yield:

: 918334-09-5
allyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranoside

: 918334-11-9
O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen / [(1,5-cyclooctadiene)bis(methyldiphenylphosphine)Ir(I)]PF₆ / tetrahydrofuran / 1.17 h / 20 °C

1.2: 52 percent / acetyl chloride / methanol; CH₂Cl₂ / 1.5 h

2.1: DBU / CH₂Cl₂ / 1 h / 0 °C

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2006.09.006

Reference yield:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 918334-11-9
O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl) trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 65 percent / DMAP / pyridine / 4 h / 0 - 20 °C

2.1: 66 percent / sodium hydride / dimethylformamide / 15 h / -20 - 20 °C

3.1: hydrogen / [(1,5-cyclooctadiene)bis(methyldiphenylphosphine)Ir(I)]PF₆ / tetrahydrofuran / 1.17 h / 20 °C

3.2: 52 percent / acetyl chloride / methanol; CH₂Cl₂ / 1.5 h

4.1: DBU / CH₂Cl₂ / 1 h / 0 °C

With dmap; hydrogen; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.09.006