methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

Base Information

Chemical Name:methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate
CAS No.:382614-14-4
Molecular Formula:C₅₁H₆₃N₃O₁₃Si
Molecular Weight:954.159
Hs Code.:

methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

Synonyms:methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

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Chemical Property of methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

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Technology Process of methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

There total 4 articles about methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate 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: 51.0%

: 98-88-4
benzoyl chloride

: 135415-92-8
O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

: 243982-79-8
methyl (dimethylthexylsilyl 3-O-benzyl-β-L-idopyranoside)uronate

: 382614-14-4
methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

: methyl [dimethylthexylsilyl 2-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-4-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

: methyl [dimethylthexylsilyl 2-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Guidance literature:: O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate; methyl (dimethylthexylsilyl 3-O-benzyl-β-L-idopyranoside)uronate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃;

benzoyl chloride; In pyridine; at 20 ℃; for 24h;
DOI:10.1002/ejoc.200300210

Reference yield:

: 135415-92-8
O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

: 382614-14-4
methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

Guidance literature:: Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 0 °C

2: pyridine / 24 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1002/1099-0690(200207)2002:14<2367::AID-EJOC2367>3.0.CO;2-K

Reference yield:

: 243982-79-8
methyl (dimethylthexylsilyl 3-O-benzyl-β-L-idopyranoside)uronate

: 382614-14-4
methyl [dimethylthexylsilyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside]uronate

Guidance literature:: Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 0 °C

2: pyridine / 24 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1002/1099-0690(200207)2002:14<2367::AID-EJOC2367>3.0.CO;2-K