(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

Base Information

Chemical Name:(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole
CAS No.:609342-82-7
Molecular Formula:C₁₆H₁₉BrN₆O₃
Molecular Weight:423.269
Hs Code.:

Synonyms:(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

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Chemical Property of (3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

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Technology Process of (3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

There total 7 articles about (3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole 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:

: 823-78-9
meta-bromobenzyl bromide

: 609342-79-2
2-deoxy-1,3-diazido-5,6-O-isopropylidenestreptamine

: 609342-82-7
(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1246/cl.2003.908

Reference yield:

: 236115-61-0
[(1S,2S,3R,4S,6R)-2-acetoxy-4,6-diazido-3-hydroxy-cyclohexyl] acetate

: 609342-82-7
(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / AcOH; Ac₂O / 24 h

2: NaOMe / methanol / 10 h

3: TsOH / 10 h / 20 °C

4: K₂CO₃; MeI / acetone; H₂O / 15 h / 75 °C

5: NaH / 4 h / 20 °C

With sodium methylate; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; methyl iodide; In methanol; water; acetone;
DOI:10.1002/anie.200351354

Reference yield:

: 609342-42-9
Acetic acid (1R,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-methylsulfanylmethoxy-cyclohexyl ester

: 609342-82-7
(3aS,4R,5S,7R,7aS)-5,7-Diazido-4-(3-bromo-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 10 h

2: TsOH / 10 h / 20 °C

3: K₂CO₃; MeI / acetone; H₂O / 15 h / 75 °C

4: NaH / 4 h / 20 °C

With sodium methylate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; methyl iodide; In methanol; water; acetone;
DOI:10.1002/anie.200351354