[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

Base Information

Chemical Name:[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid
CAS No.:161128-61-6
Molecular Formula:C₃₈H₄₁N₃O₈
Molecular Weight:667.759
Hs Code.:

Synonyms:[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

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Chemical Property of [Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

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Technology Process of [Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

There total 7 articles about [Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid 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:

: 161128-60-5
Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonosulopyranoside

: 161128-61-6
[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

Guidance literature:: With silver(l) oxide; In tetrahydrofuran; for 14h; Yield given; Ambient temperature;
DOI:10.1016/S0957-4166(00)86296-5

Reference yield:

: 2-[(2S,4S,5R,6R)-4-Azido-5-benzyloxy-2-methoxy-6-((1R,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-yl]-3-methyl-thiazolidine

: 161128-61-6
[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

Guidance literature:: Multi-step reaction with 2 steps

1: H₂O; CuCl₂*2H₂O; CuO / acetonitrile / 0.25 h / 20 °C

2: Ag₂O; H₂O / tetrahydrofuran / 48 h / 20 °C

With water; copper(II) oxide; silver(l) oxide; In tetrahydrofuran; acetonitrile; 1: Hydrolysis / 2: Oxidation;

Reference yield:

: 100-39-0
benzyl bromide

: 161128-61-6
[Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 1 h / 0 °C

2: 1.) TfOMe, 2.) NaBH₄, 3.) CuCl₂, CuO

3: aq. Ag₂O / tetrahydrofuran / 14 h / Ambient temperature

With sodium tetrahydroborate; sodium hydride; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride; silver(l) oxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86296-5