(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Chemical Name:(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester
CAS No.:146621-99-0
Molecular Formula:C₂₃H₂₄N₂O₅
Molecular Weight:408.454
Hs Code.:

Synonyms:(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Chemical Property of (R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Technology Process of (R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

There total 2 articles about (R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl 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:

: 82716-88-9
N-benzyloxycarbonyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxylic acid

: 146621-99-0
(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DCC / ethyl acetate / 2.5 h / 0 - 20 °C

2: pyridine, triethylemine / 24 h / Ambient temperature

With pyridine; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate;
DOI:10.1021/jm00055a002

Reference yield:

: 3-(2,4,5-Trichloro-phenoxycarbonyloxycarbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 146621-99-0
(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: With pyridine; triethylamine; for 24h; Ambient temperature;
DOI:10.1021/jm00055a002

Reference yield:

: 146621-99-0
(R)-3-((S)-2-Carboxy-pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: (R)-3-[(S)-2-((S)-1-Formyl-4-guanidino-butylcarbamoyl)-pyrrolidine-1-carbonyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester; compound with sulfuric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) DMF, -15 deg C, 2 min, 2.) DMF, a.) -15 deg C, 4 h, b.) RT, 24 h

2: LiAlH₄ / tetrahydrofuran / 0.5 h / -60 °C

3: H₂, 1N aq. H₂SO₄ / 5percent Pd/C / tetrahydrofuran / 760 Torr / Ambient temperature

With 4-methyl-morpholine; lithium aluminium tetrahydride; sulfuric acid; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jm00055a002