tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside
CAS No.:129870-15-1
Molecular Formula:C₄₅H₅₁N₃O₅Si
Molecular Weight:742.003
Hs Code.:

Synonyms:tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

There total 6 articles about tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-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: 76.0%

: 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-α,β-D-glucopyranose

: 18162-48-6
tert-butyldimethylsilyl chloride

: 129870-15-1
tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(90)84198-4

Reference yield:

: 122350-80-5
1,5-anhydro-2-deoxy-6-O-trityl-D-arabino-hex-1-enitol

: 129870-15-1
tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, -10 deg, 15 min, 2.) room temperature, 24 h

2: 56 percent / sodium azide, ceric ammonium nitrate / acetonitrile / 48 h / -20 °C

3: 76 percent / imidazole / CH₂Cl₂ / 24 h / Ambient temperature

With 1H-imidazole; sodium azide; ammonium cerium(IV) nitrate; sodium hydride; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(90)84198-4

Reference yield:

: 129870-14-0
3,4-di-O-benzyl-6-O-trityl-D-glucal

: 129870-15-1
tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / sodium azide, ceric ammonium nitrate / acetonitrile / 48 h / -20 °C

2: 76 percent / imidazole / CH₂Cl₂ / 24 h / Ambient temperature

With 1H-imidazole; sodium azide; ammonium cerium(IV) nitrate; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(90)84198-4