N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

Base Information

Chemical Name:N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide
CAS No.:929803-84-9
Molecular Formula:C₂₄H₃₅ClN₂O₅SSi
Molecular Weight:527.157
Hs Code.:

<i>N</i>-[2-benzenesulfonyl-6-(<i>tert</i>-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

Synonyms:N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

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Chemical Property of N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

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Technology Process of N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

There total 7 articles about N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide 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%

: 929803-83-8
(4aS,8S,8aS)-N-allyl-N-[2-benzenesulfonyl-6-(tert-butyldimethylsiloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydroisoquinolin-8-yl]chloroacetamide

: 929803-84-9
N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; TolSO₂H; In dichloromethane;
DOI:10.1016/j.tetlet.2006.12.029

Reference yield:

: 929803-76-9
1-benzenesulfonyl-1,2,5,6-tetrahydropyridine-3-carboxaldehyde

: 929803-84-9
N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: (R,R)-Cr-salen complex; 4A MS / various solvent(s) / 64 h / 0 °C

2: 91 percent / TolSO₂H; Pd(PPh₃)4 / CH₂Cl₂

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R,R)-Cr-salen; TolSO₂H; In dichloromethane; 1: Diels-Alder reaction;
DOI:10.1016/j.tetlet.2006.12.029

Reference yield:

: 929803-75-8
methyl 1-benzenesulfonyl-1,2,5,6-tetrahydropyridine-3-carboxylate

: 929803-84-9
N-[2-benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-8a-formyl-1,2,3,4,4a,5,8,8a-octahydro-isoquinolin-8-yl]-2-chloro-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / DIBAL / toluene

2: (R,R)-Cr-salen complex; 4A MS / various solvent(s) / 64 h / 0 °C

3: 91 percent / TolSO₂H; Pd(PPh₃)4 / CH₂Cl₂

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R,R)-Cr-salen; TolSO₂H; diisobutylaluminium hydride; In dichloromethane; toluene; 1: Swern oxidation / 2: Diels-Alder reaction;
DOI:10.1016/j.tetlet.2006.12.029