thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:157488-91-0
Molecular Formula:C₂₁H₃₃N₃O₅Si
Molecular Weight:435.596
Hs Code.:

Synonyms:thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Property of thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Technology Process of thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 5 articles about thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-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: 95.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 157488-88-5
thexyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside

: 157488-91-0
thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; for 1h;

Reference yield:

: C₁₄H₂₉N₃O₅Si

: 1125-88-8
benzaldehyde dimethyl acetal

: 157488-91-0
thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ja907358k

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 157488-91-0
thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(ll) sulfate pentahydrate / methanol / 3 h / 0 - 20 °C

1.2: 3 h

2.1: hydrazinium monoacetate / methanol; N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2.2: 24 h / 0 °C

3.1: sodium methylate / methanol / Inert atmosphere

3.2: Amberlite IR₁₂₀, H(+) form

4.1: camphor-10-sulfonic acid / acetonitrile / 72 h / 20 °C

With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; camphor-10-sulfonic acid; sodium methylate; hydrazinium monoacetate; potassium carbonate; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3998/ark.5550190.0014.214