((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

Base Information

Chemical Name:((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate
CAS No.:106881-36-1
Molecular Formula:C₁₈H₂₅NO₈S
Molecular Weight:415.464
Hs Code.:

Synonyms:((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

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Chemical Property of ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

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Technology Process of ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

There total 3 articles about ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate 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: 73.0%

: 108-86-1,52753-63-6
bromobenzene

: 97240-79-4
topiramate

: 106881-36-1
((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

Guidance literature:: With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 30 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;
DOI:10.1021/acs.orglett.9b02621

Reference yield:

: 3345-86-6
N-phenylsulfamic acid

: 106881-36-1
((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

Guidance literature:: Multi-step reaction with 2 steps

1: POCl₃ / benzene / 21 h / Heating

2: 1.) NaH / 1.) DMF, -4 deg C, 90 min, 2.) DMF, 0 deg C, 3.5 h

With sodium hydride; trichlorophosphate; In benzene;
DOI:10.1021/jm00388a023

Reference yield:

: 20880-92-6
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

: 60260-49-3
phenylsulfamyl chloride

: 106881-36-1
((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) DMF, -4 deg C, 90 min, 2.) DMF, 0 deg C, 3.5 h;
DOI:10.1021/jm00388a023