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

Base Information

Chemical Name:Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonosulopyranoside
CAS No.:161128-60-5
Molecular Formula:C₃₈H₄₁N₃O₇
Molecular Weight:651.759
Hs Code.:

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

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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-nonosulopyranoside

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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-nonosulopyranoside

There total 6 articles about Methyl 4-azido-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonosulopyranoside 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:

: 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

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

Guidance literature:: With water; copper(II) oxide; In acetonitrile; at 20 ℃; for 0.25h;

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 154796-68-6
(4R,5R,6S,7S)-8-(O-tert-butyldiphenylsilyl)-4,5,6,7,8-pentahydroxy-4,6:5,7-di-O-isopropylidene-1-(2-thiazolyl)-2(E)-octen-1-one

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

Guidance literature:: Multi-step reaction with 4 steps

1: Me₃SiN₃, Bu₄NF / CH₂Cl₂ / 96 h / -20 °C

2: 2percent HCl/MeOH / 14 h / Ambient temperature

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

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

With hydrogenchloride; methanol; sodium tetrahydroborate; trimethylsilylazide; tetrabutyl ammonium fluoride; sodium hydride; methyl trifluoromethanesulfonate; copper(II) oxide; copper dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86296-5