(1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
• CAS No.: 885273-85-8
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.352
• Hs Code.: 2933499090
• Mol file: 885273-85-8.mol

Synonyms:(1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER;3-BOC-AMINOMETHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE

Chemical Property of (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER

Chemical Property:

• PSA: 50.36000
• LogP: 2.94530

Purity/Quality:

98%min ^*data from raw suppliers

3-Boc-aminomethyl-1,2,3,4-tetrahydro-isoquinoline 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER

There total 5 articles about (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-3-YLMETHYL)-CARBAMIC ACID TERT-BUTYL 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:

(3S)-3-{[(tert-butoxycarbonyl)amino]methyl}-3,4-dihydro-isoquinoline-2(1H)-carboxylic acid benzyl ester → [(3S)-1,2,3,4-tetrahydroisoquinoline-3-yl-methyl]carbamic acid tert-butyl ester (885273-85-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 5h; under 975.098 Torr;

Reference yield:

(S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (18881-17-9,62855-02-1,62928-94-3,63006-93-9) → [(3S)-1,2,3,4-tetrahydroisoquinoline-3-yl-methyl]carbamic acid tert-butyl ester (885273-85-8)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane

2: diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran

3: triphenylphosphine / tetrahydrofuran; water / 2.5 h / Reflux

4: triethylamine / dichloromethane / 2 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 5 h / 20 °C / 975.1 Torr

With diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

Reference yield:

S-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (195832-14-5) → [(3S)-1,2,3,4-tetrahydroisoquinoline-3-yl-methyl]carbamic acid tert-butyl ester (885273-85-8)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran

2: triphenylphosphine / tetrahydrofuran; water / 2.5 h / Reflux

3: triethylamine / dichloromethane / 2 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 5 h / 20 °C / 975.1 Torr

With diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

upstream raw materials:

(S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline

S-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

(3S)-3-(aminomethyl)-3,4-dihydro-isoquinoline-2(1H)-carboxylic acid benzyl ester

Refernces

• 1、 -. "INDOLE AND PYRROLE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". . . Retrieved 2016/06/28.
• 2、 -. "NEW ISOINDOLINE OR ISOQUINOLINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". . . Retrieved 2015/02/19.