(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

Base Information

Chemical Name:(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one
CAS No.:1021168-06-8
Molecular Formula:C₁₉H₁₇NO₃
Molecular Weight:307.349
Hs Code.:

Synonyms:(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

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Chemical Property of (+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

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Technology Process of (+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

There total 6 articles about (+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one 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%

: 353764-12-2
(S,E)-methyl 4-[(2-iodobenzoyl)amino]-5-phenyl-2-pentenoate

: 1021168-06-8
(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: With triethylamine; triphenylphosphine; palladium diacetate; In acetonitrile; at 70 ℃; for 48h;
DOI:10.1002/1615-4169(20010430)343:4<360::AID-ADSC360>3.0.CO;2-2

Reference yield:

: 609-67-6
2-Iodobenzoyl chloride

: 1021168-06-8
(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / K₂CO₃ / H₂O; tetrahydrofuran / 0 - 20 °C

2: 92 percent / LiBH₄; MeOH / tetrahydrofuran / 0.5 h / -10 - 20 °C

3: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 2 h / -78 °C

4: 7.2 g / CH₂Cl₂ / -78 - 20 °C

5: 44 percent / Et₃N; Ph₃P / Pd(OAc)2 / acetonitrile / 48 h / 70 °C

With methanol; lithium borohydride; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3: Swern-oxidation / 4: Wittig reaction / 5: Heck cyclization;
DOI:10.1002/1615-4169(20010430)343:4<360::AID-ADSC360>3.0.CO;2-2

Reference yield:

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1021168-06-8
(+/-)-(Z)-4-methoxycarbonylmethylidene-3-benzyl-3,4-dihydro-2H-isoquinolin-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / K₂CO₃ / H₂O; tetrahydrofuran / 0 - 20 °C

2: 92 percent / LiBH₄; MeOH / tetrahydrofuran / 0.5 h / -10 - 20 °C

3: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 2 h / -78 °C

4: 7.2 g / CH₂Cl₂ / -78 - 20 °C

5: 44 percent / Et₃N; Ph₃P / Pd(OAc)2 / acetonitrile / 48 h / 70 °C

With methanol; lithium borohydride; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3: Swern-oxidation / 4: Wittig reaction / 5: Heck cyclization;
DOI:10.1002/1615-4169(20010430)343:4<360::AID-ADSC360>3.0.CO;2-2