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

Base Information

Chemical Name:1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol
CAS No.:180589-05-3
Molecular Formula:C₂₃H₂₈N₆O₄
Molecular Weight:452.513
Hs Code.:

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

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Chemical Property of 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol

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Technology Process of 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol

There total 4 articles about 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol 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: 81.0%

: 100-39-0
benzyl bromide

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

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

Guidance literature:: 1,6-diazido-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;

benzyl bromide; at 20 ℃; for 15h;
DOI:10.1016/S0968-0896(99)00294-1

Reference yield:

: 53754-41-9
1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / NaN₃ / dimethylformamide / 3 h / 70 °C

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

2.2: 81 percent / 15 h / 20 °C

With sodium azide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Metallation / 2.2: Substitution;
DOI:10.1016/S0968-0896(99)00294-1

Reference yield:

: 3969-84-4
3,4-di-O-isopropylidene-D-mannitol

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / pyridine

2.1: 75 percent / NaN₃ / dimethylformamide / 3 h / 70 °C

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

3.2: 81 percent / 15 h / 20 °C

With pyridine; sodium azide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Tosylation / 2.1: Substitution / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0968-0896(99)00294-1