methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Base Information

Chemical Name:methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
CAS No.:929207-33-0
Molecular Formula:C₁₈H₁₈N₂O₃
Molecular Weight:310.353
Hs Code.:

Synonyms:methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Chemical Property of methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Technology Process of methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

There total 5 articles about methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 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: 82.0%

: 103-71-9
phenyl isocyanate

: 78183-55-8
(S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester, hydrochloride

: 929207-33-0
methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: With triethylamine; In diethyl ether; dichloromethane; for 3h;

Reference yield:

: 74163-81-8
L-Tic-OH

: 929207-33-0
methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / SOCl₂

2: 82 percent / Et₃N / diethyl ether; CH₂Cl₂ / 3 h

With thionyl chloride; triethylamine; In diethyl ether; dichloromethane;

Reference yield:

: 115962-35-1,144069-68-1,78879-20-6
(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

: 929207-33-0
methyl (3S)-N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Cs₂CO₃ / methanol / 0.17 h / 20 °C

1.2: 98 percent / dimethylformamide / 12 h / 20 °C

2.1: TFA / CH₂Cl₂ / 1 h / 20 °C

2.2: 100 percent / DIEA / CH₂Cl₂ / 0.25 h / 20 °C

3.1: CH₂Cl₂ / 12 h / 20 °C

With caesium carbonate; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2004.07.112