(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

Base Information

Chemical Name:(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane
CAS No.:267895-67-0
Molecular Formula:C₃₁H₃₇N₃O₄
Molecular Weight:515.652
Hs Code.:

Synonyms:(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

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Chemical Property of (5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

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Technology Process of (5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

There total 9 articles about (5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane 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: 94.0%

: 100-46-9
benzylamine

: 267895-65-8
(4R,5R,6R,7R)-5,8-dibenzyloxymethyl-6,7-dihydroxy-6,7-O-methylethylidene-1,3-diazepan-2-thione

: 267895-67-0
(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

Guidance literature:: With triethylamine; mercury dichloride; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/S0968-0896(99)00294-1

Reference yield:

: 52948-44-4
1,6-diazido-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol

: 267895-67-0
(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 3 h / 20 °C

1.2: 81 percent / 15 h / 20 °C

2.1: 82 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C

3.1: 100 percent / pyridine / 15 h / 60 °C

4.1: 94 percent / HgCl₂; Et₃N / CH₂Cl₂ / 15 h / 20 °C

With hydrogen; sodium hydride; triethylamine; mercury dichloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol; dichloromethane; 1.1: Metallation / 1.2: Substitution / 2.1: Reduction / 3.1: Cycloaddition / 4.1: Substitution;
DOI:10.1016/S0968-0896(99)00294-1

Reference yield:

: 180589-05-3
1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol

: 267895-67-0
(5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C

2: 100 percent / pyridine / 15 h / 60 °C

3: 94 percent / HgCl₂; Et₃N / CH₂Cl₂ / 15 h / 20 °C

With hydrogen; triethylamine; mercury dichloride; palladium on activated charcoal; In pyridine; ethanol; dichloromethane; 1: Reduction / 2: Cycloaddition / 3: Substitution;
DOI:10.1016/S0968-0896(99)00294-1