3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

Base Information

Chemical Name:3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol
CAS No.:102107-67-5
Molecular Formula:C₂₅H₂₈N₆O₆
Molecular Weight:508.534
Hs Code.:

Synonyms:3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

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Chemical Property of 3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

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Technology Process of 3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

There total 9 articles about 3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol 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: 80.5%

: 102088-70-0
1,8-di-O-benzoyl-2,7-dideoxy-4,5-O-isopropylidene-3,6-di-O-methanesulfonyl-D-manno-octitol

: 102107-67-5
3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 1h;
DOI:10.1016/S0008-6215(00)90733-X

Reference yield:

: 17107-32-3
1,6-dibromo-1,6-dideoxy-3,4-O-isopropylidene-D-mannitol

: 102107-67-5
3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

Guidance literature:: Multi-step reaction with 9 steps

1: 60 percent / ethanol; H₂O / 30 h / 80 °C

2: 83.5 percent / NaOH, H₂O / 4 h / Heating

3: 32 percent / dimethylsulfoxide / 1.5 h / 30 - 35 °C

4: 80 percent / toluene-p-sulfonic acid / 1 h / Heating

5: 95.5 percent / lithium aluminium hydride / 2 h / 20 °C

6: 94.5 percent / pyridine / 1 h / Ambient temperature

7: 81.5 percent / 3:1 acetic acid-water / Ambient temperature

8: 95.5 percent / pyridine / 1 h / Ambient temperature

9: 80.5 percent / sodium azide / dimethylformamide / 1 h / 120 °C

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; sodium azide; water; toluene-4-sulfonic acid; acetic acid; In ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90733-X

Reference yield:

: 102088-64-2
2-[(3aR,4R,8R,8aR)-8-(2-Hydroxy-ethyl)-2,2,6,6-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3]dioxepin-4-yl]-ethanol

: 102107-67-5
3,6-diazido-1,8-di-O-benzoyl-2,3,6,7-tetradeoxy-4,5-O-isopropylidene-L-ido-octitol

Guidance literature:: Multi-step reaction with 4 steps

1: 94.5 percent / pyridine / 1 h / Ambient temperature

2: 81.5 percent / 3:1 acetic acid-water / Ambient temperature

3: 95.5 percent / pyridine / 1 h / Ambient temperature

4: 80.5 percent / sodium azide / dimethylformamide / 1 h / 120 °C

With pyridine; sodium azide; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90733-X