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(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

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(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Basic information

Product Name:
(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride
Synonyms:
  • INTERMEDIATES OF TADALAFIL:(1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, CIS ISOMER, HYDROCHLORIDE
  • [171596-44-4], C20H18N2O4,350.13
  • 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-
  • 1H-Pyrido[3,4-b]indole-3-carboxylicacid
  • methylester, monohydrochloride, (1R,3R)-
  • (1R,3R)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPH ENYL), METHYL ESTER, HYDROCHLORIDE
  • CHEMPACIFIC 51475
  • cis-(1R,3R)-1,2,3,4-Tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride
CAS:
171752-68-4
MF:
C20H19ClN2O4
MW:
386.82886
EINECS:
1592732-453-0
Product Categories:
  • Intermediate of Tadalafil
Mol File:
171752-68-4.mol
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(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Chemical Properties

Melting point:
239-241 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly, Sonicated), Methanol (Slightly)
form 
Solid
color 
Off-White to Pale Yellow
Stability:
Hygroscopic
InChI
InChI=1/C20H18N2O4.ClH/c1-24-20(23)15-9-13-12-4-2-3-5-14(12)21-19(13)18(22-15)11-6-7-16-17(8-11)26-10-25-16;/h2-8,15,18,21-22H,9-10H2,1H3;1H/t15-,18-;/s3
InChIKey
ROYJOKDTCKPQHK-QHWQFTOMNA-N
SMILES
C12[C@@H](C3=CC=C4OCOC4=C3)N[C@H](CC=1C1C(=CC=CC=1)N2)C(OC)=O.Cl |&1:1,12,r|
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(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride Usage And Synthesis

Preparation

D-tryptophan methyl ester hydrochloride and piperonal chloride dissolved in redistilled tetrahydrofuran and then added trifluoroacetic acid. Stir the reaction at 30 ° C for 10 h under the protection of nitrogen. Add sodium triacetoxyborohydride and continue the reaction for 3 hours. After the reaction is monitored by a TLC plate, the reaction solution is concentrated to about 10 mL, deionized water is added, and extracted with ethyl acetate twice. Saturated sodium chloride was washed twice, and dried under reduced pressure to obtain (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride. The yield was 86.95%, the purity was 98.76%.

(1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochlorideSupplier

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