4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

Base Information

Chemical Name:4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside
CAS No.:755008-26-5
Molecular Formula:C₅₉H₅₉N₃O₈Si
Molecular Weight:966.218
Hs Code.:

Synonyms:4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

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Chemical Property of 4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

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Technology Process of 4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

There total 4 articles about 4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside 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: 60.0%

: 146952-73-0
[4-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]methanol

: 2-azido-O-[3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-α/β-D-glucopyranosyl] trichloroacetimidate

: 755008-26-5
4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.200400111

Reference yield:

: 174077-02-2
dimethylthexylsilyl 3,6-di-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

: 755008-26-5
4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DMAP / pyridine / 2 h / 20 °C

2: 95 percent / HF*pyridine / tetrahydrofuran / 20 °C

3: 95 percent / NaH / CH₂Cl₂ / 0.5 h / 0 °C

4: 60 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400111

Reference yield:

: 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-α/β-D-glucopyranose

: 755008-26-5
4-(tert-butyldiphenylsilyloxymethyl)benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(9-fluorenylmethoxycarbonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaH / CH₂Cl₂ / 0.5 h / 0 °C

2: 60 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400111