(R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE

Base Information

• Chemical Name: (R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE
• CAS No.: 150417-18-8
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.352
• Mol file: 150417-18-8.mol

Synonyms:(R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE;2(1H)-Isoquinolinecarboxylic acid, 3-(aminomethyl)-3,4-dihydro-, 1,1-dimethylethyl ester, (R)-

Chemical Property of (R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE

Chemical Property:

• PSA: 55.56000
• LogP: 2.94530

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-Aminomethyl-2-Boc-3,4-dihydro-1H-isoquinoline 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of (R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE

There total 5 articles about (R)-3-AMINOMETHYL-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE 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%

Boc-L-Tic-CH2N3 (357339-32-3) → (3S)-3-Aminomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (150417-17-7,150417-18-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 18h;

Reference yield: 84.0%

3-((2,2,2-trifluoro-ethanoylamino)-methyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (690244-90-7) → 3-aminomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (690244-91-8,150417-18-8)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃; for 56h;

Reference yield:

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid (115962-35-1,144069-68-1,78879-20-6) → (3S)-3-Aminomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (150417-17-7,150417-18-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NMM / 1,2-dimethoxy-ethane / 0.08 h / 0 °C

2: NaBH₄ / H₂O / 0.25 h / 0 °C

3: PPh₃; DEAD; DPPA / tetrahydrofuran / 4 h / 0 - 20 °C

4: H₂ / 10 percent Pd/C / methanol / 12 h

With 4-methyl-morpholine; sodium tetrahydroborate; diphenyl-phosphinic acid; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; 3: Mitsunobu reaction;

DOI:10.1016/S0960-894X(03)00194-X

upstream raw materials:

Boc-L-Tic-CH₂N₃

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

tert-butyl (3S)-3-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

3-((2,2,2-trifluoro-ethanoylamino)-methyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

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