(S)-3-FORMYL-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: (S)-3-FORMYL-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 145525-27-5
• Molecular Formula: C15H19 N O3
• Molecular Weight: 261.32
• Hs Code.: 2933499090
• Mol file: 145525-27-5.mol

Synonyms:2(1H)-Isoquinolinecarboxylicacid, 3-formyl-3,4-dihydro-, 1,1-dimethylethyl ester, (S)-;(3S)-N-Boc-1,2,3,4-tetrahydroisoquinoline-3-carboxaldehyde

Chemical Property of (S)-3-FORMYL-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• PSA: 46.61000
• LogP: 2.48520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Boc-3-Formyl-1,2,3,4-Tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-FORMYL-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 1 articles about (S)-3-FORMYL-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC 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:

tert-butyl (3S)-3-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (183958-71-6) → tert-butyl (3R)-3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (444583-19-1) + (3S)-3-formyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (145525-27-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1016/j.tetlet.2005.12.056

Reference yield: 51.0%

(3S)-3-formyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (145525-27-5) + 1-Phenylpropane-1,2-dione (579-07-7) → (S)-3-(5-methyl-4-phenyl-1H-imidazol-2-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (422572-66-5)

Guidance literature:

With ammonium acetate; acetic acid; for 0.333333h; Heating;

DOI:10.1021/jm030548r

Reference yield:

benzylamine (100-46-9) + (3S)-3-formyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (145525-27-5) → tert-butyl (3S)-3-[(benzylamino)methyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate

Guidance literature:

benzylamine; (3S)-3-formyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane;

DOI:10.1016/j.ejmech.2015.10.030

upstream raw materials:

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

Downstream raw materials:

(S)-3-(5-methyl-4-phenyl-1H-imidazol-2-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

{(1S)-1-(4-tert-butoxybenzyl)-2-[(3R)-3-(4-methyl-5-propyl-1H-imidazol-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethyl}carbamic acid tert-butyl ester

{(1S)-1-(4-tert-butoxybenzyl)-2-[(3S)-3-(4-methyl-5-propyl-1H-imidazol-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethyl}carbamic acid tert-butyl ester