(S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid

Base Information

• Chemical Name: (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid
• CAS No.: 166169-82-0
• Molecular Formula: C₂₄H₂₈N₂O₅
• Molecular Weight: 424.497

Synonyms:(S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid

Chemical Property of (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid

There total 3 articles about (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid 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: 100.0%

(S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acetic acid, methyl ester (166169-81-9) → (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid (166169-82-0)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm950642a

Reference yield:

(S)-N-carbobenzoxy-tert-butylleucine (62965-10-0) → (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid (166169-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / DIEA, BOP / CH₂Cl₂ / 16 h / 0 - 5 °C

2: 820 mg / LiOH / methanol; tetrahydrofuran / 4 h

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm9507284

Reference yield:

→ (S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acid (166169-82-0)

Guidance literature:

upstream raw materials:

(S)-1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinecarboxylic acetic acid, methyl ester

(S)-N-carbobenzoxy-tert-butylleucine

Downstream raw materials:

(R^*)-N²-<<1,2,3,4-tetrahydro-2-<3-methyl-N-<(phenylmethoxy)-carbonyl>-L-valyl>-3-isoquinolinyl>carbonyl>-L-glutamine, 1,1-dimethylethyl ester

(S)-2-{[(S)-2-((S)-2-Benzyloxycarbonylamino-3,3-dimethyl-butyryl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-4-methoxy-butyric acid tert-butyl ester

(S)-2-{[(S)-2-((S)-2-Benzyloxycarbonylamino-3,3-dimethyl-butyryl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-4-dimethylcarbamoyl-butyric acid tert-butyl ester

(S)-2-({(S)-2-[(S)-2-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-3,3-dimethyl-butyryl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-4-methoxy-butyric acid tert-butyl ester

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