tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

Base Information

Chemical Name:tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid
CAS No.:120312-10-9
Molecular Formula:C₂₉H₄₁N₃O₅Si
Molecular Weight:539.747
Hs Code.:

Synonyms:tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

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Chemical Property of tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

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Technology Process of tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

There total 5 articles about tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid 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: 83.0%

: 120312-09-6
tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

: 106-95-6
allyl bromide

: 120312-10-9
tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 3h; Heating;

Reference yield:

: 99049-68-0
tert-Butyldimethylsilyl-2-azido-2-desoxy-4,6-O-isopropyliden-β-D-glucopyranosid

: 120312-10-9
tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

2: 148 mg / 60percent CF₃COOH / CH₂Cl₂ / 1 h

3: 1.) (Bu₃Sn)2O; 2.) (NBu₄)I / 1.) toluene, heating, 2 h; 2.) 2 h

4: 83 percent / NaH / tetrahydrofuran / 3 h / Heating

With tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; bis(tri-n-butyltin)oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 100-39-0
benzyl bromide

: 120312-10-9
tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

2: 148 mg / 60percent CF₃COOH / CH₂Cl₂ / 1 h

3: 1.) (Bu₃Sn)2O; 2.) (NBu₄)I / 1.) toluene, heating, 2 h; 2.) 2 h

4: 83 percent / NaH / tetrahydrofuran / 3 h / Heating

With tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; bis(tri-n-butyltin)oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;