(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

Base Information

Chemical Name:(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone
CAS No.:1445981-38-3
Molecular Formula:C₂₀H₂₀Cl₂N₂OS
Molecular Weight:407.364
Hs Code.:

Synonyms:(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

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Chemical Property of (S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

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Technology Process of (S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

There total 5 articles about (S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone 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: 44.0%

: 61350-60-5,61350-62-7,89705-40-8,106709-50-6
(S)-benzyloxycarbonyl-proline acid chloride

: 3080-99-7
3,4-dihydro-2H-benzo[1,4]thiazine

: 2745-49-5
1,4-Dichloro-2-chloromethyl-benzene

: 1445981-38-3
(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

Guidance literature:: (S)-benzyloxycarbonyl-proline acid chloride; 3,4-dihydro-2H-benzo[1,4]thiazine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

With hydrogen bromide; In acetic acid; at 20 ℃; for 1h;

1,4-Dichloro-2-chloromethyl-benzene; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h;

Reference yield:

: C₁₄H₁₆N₂O₃S

: 2745-49-5
1,4-Dichloro-2-chloromethyl-benzene

: 1445981-38-3
(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1021/acs.jmedchem.8b00308

Reference yield:

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1445981-38-3
(S)-(2H-benzo[b][1.4]thiazin-4(3H)-yl)(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

3: acetic acid; hydrogen bromide / 1 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C

With oxalyl dichloride; hydrogen bromide; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; acetonitrile;
DOI:10.1021/acs.jmedchem.8b00308