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A new synthetic approach to 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid   CAS NO: 67123-97-1 (Tic) derivatives via enyne metathesis and the Diels-Alder reaction.

1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid CAS NO: 67123-97-1 derivatives as novel Histone deacetylases (HDACs) inhibitors.

A process for the preparation of racemic and optically active 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid  CAS NO: 67123-97-1  is described, in which dihalo-o-xylylenes are cyclized to dicarboxylic acid esters in basic medium using dialkyl N-acylamidomalonates of the formula (COR)CHNHCOR, in which Ris (C-C)-alkyl and Ris H, (C-C)-alkyl or (C-C)-aryl, decarboxylated by basic hydrolysis and subsequent acid work-up and then reacted in acid medium to give (D,L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic  acid CAS NO: 67123-97-1 or dihalo-o-xylylenes are cyclized in basic medium to give the dicarboxylic acid esters .

these are reacted directly without isolation in a one-pot process to give (D,L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid CAS NO: 67123-97-1, if desired the racemic 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is reacted with (-)menthol and p-toluenesulfonic acid to give (-)menthyl (D)- or (L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate, then the diastereomers are separated by column chromatography and subjected to basic hydrolysis to give (D)- or (L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, or (D,L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is esterified by means of benzyl alcohol and p-toluenesulfonic acid, reacted with D(-)mandelic acid to give benzyl (D)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (D)-mandelate and benzyl (L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (D)-mandelate or with L(+)mandelic acid to give benzyl (D)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (L)-mandelate and benzyl (L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (L)-mandelate and then the compounds obtained are separated into the optical antipodes by fractional crystallization in an inert solvent and the enantiomers (D)- or (L)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid are liberated by basic hydrolysis, the chiral auxiliary reagent being recovered.

Name: 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid   

CAS NO: 67123-97-1

Purity: 97% min

MF: C10H11NO2

MW:177.200

BP:372.0±42.0 °C at 760 mmHg

MP: 358?C

Density:1.2±0.1 g/cm3

EINECS:N/A

Appearance: asked

Package: 25g, 100g, 500g, bulk package

Application:365bet娱乐 Intermediates

Other name:

3-Carboxy-1,2,3,4-tetrahydroisoquinoline;

1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid;

3-Isoquinolinecarboxylicacid,1,2,3,4-tetrahydro;

Tetrahydroisoquinoline-3-carboxylic acid;

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