1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

Base Information

Chemical Name:1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol
CAS No.:160691-59-8
Molecular Formula:C₄₉H₇₃N₃O₁₂Si
Molecular Weight:924.217
Hs Code.:

1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

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Chemical Property of 1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

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Technology Process of 1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

There total 2 articles about 1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol 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:

: 1D-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

: 160691-59-8
1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

Guidance literature:: Multi-step reaction with 2 steps

1: 146 mg / 2 M methanolic NaOMe / 3 h / Ambient temperature

2: 4-dimethylaminopyridine, imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; dmap; sodium methylate; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)00178-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: Carbonic acid (3aR,4S,4aR,7aR,8S,8aS)-8-((2R,3R,4R,5S,6R)-3-azido-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 160691-59-8
1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; for 12h; Yield given; Ambient temperature;
DOI:10.1016/0008-6215(94)00178-2

Reference yield:

: 160691-59-8
1D-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-α-D-glucopyranosyl)-2,3:5,6-di-O-isopropylidene-1-O-menthoxycarbonyl-myo-inositol

: Phosphoric acid (3aR,4S,4aR,7aR,8S,8aS)-8-((2R,3R,4R,5S,6R)-3-azido-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1 M methanolic NaOMe / 1 h / Ambient temperature

2: 1.) 1H-tetrazole, 2.) aq. NaIO₄, RuCl₃*3H₂O / 1.) CH₂Cl₂, MeCN, RT, 30 min, 2.) CH₂Cl₂, MeCN, 1 h

3: 21 mg / 1.1 M tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / Ambient temperature

With 1H-tetrazole; ruthenium trichloride; sodium periodate; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran;
DOI:10.1016/0008-6215(94)00178-2