2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside
CAS No.:653572-86-2
Molecular Formula:C₆₀H₇₂O₁₂Si
Molecular Weight:1013.31
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside 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: 70.0%

: 2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

: 653572-86-2
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃;
DOI:10.1081/CAR-120026456

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 653572-86-2
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 63.8 percent / 10-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

2.1: 86.7 percent / NaH / dimethylformamide / 3 h / 20 °C

3.1: 92.8 percent / acetic acid / 1 h / 80 °C

4.1: Bu₂SnO / benzene / 8 h / Heating

4.2: 74.5 percent / Bu₄NBr / benzene / 6 h / 63 °C

5.1: 70 percent / molecular sieves 4 Angstroem; TESOTf / CH₂Cl₂ / 0.5 h / -30 °C

6.1: 70 percent / NaBH₃CN; molecular sieves 3 Angstroem; HCl / tetrahydrofuran; diethyl ether / 0 °C

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; triethylsilyl trifluoromethyl sulfonate; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/CAR-120026456

Reference yield:

: 100-39-0
benzyl bromide

: 653572-86-2
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-mannopyranosyl-(1->4)-2,6-di-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86.7 percent / NaH / dimethylformamide / 3 h / 20 °C

2.1: 92.8 percent / acetic acid / 1 h / 80 °C

3.1: Bu₂SnO / benzene / 8 h / Heating

3.2: 74.5 percent / Bu₄NBr / benzene / 6 h / 63 °C

4.1: 70 percent / molecular sieves 4 Angstroem; TESOTf / CH₂Cl₂ / 0.5 h / -30 °C

5.1: 70 percent / NaBH₃CN; molecular sieves 3 Angstroem; HCl / tetrahydrofuran; diethyl ether / 0 °C

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/CAR-120026456