N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

Base Information

Chemical Name:N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide
CAS No.:163082-06-2
Molecular Formula:C₃₂H₄₄N₂O₈SSi
Molecular Weight:644.861
Hs Code.:

N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

Synonyms:N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

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Chemical Property of N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

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Technology Process of N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

There total 11 articles about N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide 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:

aqueous NH₄ Cl: aqueous NH₄ Cl

BF_3.Et₂ O: BF_3.Et₂ O

: tetra methylethylenediamine (TMEDA)

: N-vinylethyleneimine

: 163082-05-1
N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-1,3-benzodioxole-5-carboxamide

: 163082-06-2
N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

Guidance literature:: With sec.-butyllithium; CuCN; In tetrahydrofuran; hexane; ethyl acetate;

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 163082-06-2
N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH*H₂O / acetone / 0.33 h / Ambient temperature

2: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

3: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

4: 1.) s-BuLi, TMEDA, 2.) CuCN, 3.) BF₃*Et₂O

With copper acetylacetonate; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; sec.-butyllithium; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone; acetonitrile;
DOI:10.1021/ja960596j

Reference yield:

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 163082-06-2
N,N-dimethyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(1R,4R,5S,6R)-4,5-(isopropylidenedioxy)-6-<(4'-methylphenylsulfonyl)amino>-2-cyclohexen-1-yl>-1,3-benzodioxole-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

2: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

3: 1.) s-BuLi, TMEDA, 2.) CuCN, 3.) BF₃*Et₂O

With copper acetylacetonate; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; sec.-butyllithium; tri-n-butyl-tin hydride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja960596j