1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

Base Information

Chemical Name:1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester
CAS No.:1335288-27-1
Molecular Formula:C₂₁H₂₃NO₄S
Molecular Weight:385.484
Hs Code.:

Synonyms:1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

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Chemical Property of 1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

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Technology Process of 1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

There total 7 articles about 1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester 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:

: C₂₁H₂₅NO₄S

: 1335288-27-1
1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 10h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2011.08.025

Reference yield:

: 1268245-93-7
(1-benzenesulfonyl-1,4,5,6-tetrahydro-pyridin-3-yl)-acetic acid ethyl ester

: 1335288-27-1
1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide; boron trifluoride diethyl etherate / dichloromethane / 5.08 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: diisobutylaluminium hydride / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere; Cooling with ice

2.2: Inert atmosphere; Saturated solution; Cooling with ice

3.1: pyridine / dichloromethane / 5 h / 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

5.1: toluene / 20 h / Inert atmosphere; Reflux

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 10 h / Inert atmosphere; Reflux

With pyridine; N-Bromosuccinimide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; toluene; 5.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.08.025

Reference yield:

: 1335288-24-8
methanesulfonic acid 2-(2-allyl-1-benzenesulfonyl-3-bromo-piperidin-3-yl)-ethyl ester

: 1335288-27-1
1-allyl-2-benzenesulfonyl-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

2: toluene / 20 h / Inert atmosphere; Reflux

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 10 h / Inert atmosphere; Reflux

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; toluene; 2: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.08.025