3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol

Base Information

Chemical Name:3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol
CAS No.:142285-65-2
Molecular Formula:C₂₃H₂₈N₆O₄
Molecular Weight:452.513
Hs Code.:

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

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

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

There total 12 articles about 3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol 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: 91.0%

: 226931-87-9
1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol

: 142285-65-2
3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 110 ℃; for 24h;
DOI:10.1016/j.tetlet.2005.03.038

Reference yield:

: 142285-64-1
1,6-di-O-benzyl-3,4-O-methylethylidene-D-mannitol

: 142285-65-2
3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol

Guidance literature:: Multi-step reaction with 2 steps

1: 345 mg / Et₃N / CH₂Cl₂ / 0.08 h / 20 °C

2: 57 percent / NaN₃ / dimethylformamide / 15 h / 120 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution;
DOI:10.1016/S0968-0896(99)00294-1

Reference yield:

: 61490-28-6
1,3:4,6-di-O-benzylidene-D-mannitol

: 142285-65-2
3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 78 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / 1 h

3: 80 percent / pTSA / acetone / 5 h / 20 °C

4: 91 percent / sodium azide / dimethylformamide / 24 h / 110 °C

With triethylsilane; sodium azide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035