ChemicalBook > CAS DataBase List > 1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name
1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.
168824-94-0
Chemical Name
1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms
2-Boc-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole;tert-Butyl3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxyla;tert-Butyl 1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxylate;tert-butyl 1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate;tert-butyl 3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate;1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate;1,3,4,9-Tetrahydro-beta-carboline-2-carboxylic acid tert-butyl ester;2H-Pyrido[3,4-b]indole-2-carboxylic acid, 1,3,4,9-tetrahydro-, 1,1-dimethylethyl ester
CBNumber
CB9850787
Molecular Formula
C16H20N2O2
Formula Weight
272.34
MOL File
168824-94-0.mol
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1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Melting point:
151℃
storage temp. 
2-8°C
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CHM0125108
Product name
1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
Purity
95.00%
Packaging
5MG
Price
$503.1
Updated
2021/12/16
AK Scientific
Product number
8627AA
Product name
tert-Butyl3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
Packaging
5g
Price
$628
Updated
2021/12/16
SynChem
Product number
SC-26433
Product name
1,3,4,9-Tetrahydro-b-carboline-2-carboxylic acid tert-butyl ester
Purity
95+%
Packaging
5G
Price
$1095
Updated
2021/12/16
Ambeed
Product number
A664204
Product name
tert-Butyl3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
Purity
95+%
Packaging
250mg
Price
$24
Updated
2021/12/16
Ambeed
Product number
A664204
Product name
tert-Butyl3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
Purity
95+%
Packaging
1g
Price
$52
Updated
2021/12/16
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1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

16502-01-5

24424-99-5

168824-94-0

The general procedure for the synthesis of tert-butyl 3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (Intermediate B3) from 1,2,3,4-tetrahydro-9H-pyrido[3,4-B]indole (Intermediate A) and di-tert-butyl dicarbonate is as follows: 516 mg of Intermediate A was dissolved in dichloromethane (CH2Cl2), and di-tert-butyl dicarbonate was added. Butyl di-tert-butyl dicarbonate (Boc2O) was added and the reaction was stirred at room temperature for 9 hours. Upon completion of the reaction, the reaction mixture was diluted with 20 mL of dichloromethane, followed by extraction with purified water three times and washing with saturated saline once. The organic phase was collected, dried over anhydrous sodium sulfate and the solvent was removed by rotary evaporation. The resulting crude product was purified by silica gel column chromatography with the eluent of petroleum ether (PE)/ethyl acetate (EtOAc) = 4:1 (v/v), resulting in 665 mg of intermediate B3 in 81% yield.

References

[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 11, p. 2197 - 2206
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 2, p. 639 - 651
[3] Patent: CN106883230, 2017, A. Location in patent: Paragraph 0037
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 47, p. 14968 - 14972
[5] Angew. Chem., 2017, vol. 129, # 47, p. 15164 - 15168,5

1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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168824-94-0, 1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:


  • 1,3,4,9-Tetrahydro-beta-carboline-2-carboxylic acid tert-butyl ester
  • tert-butyl 3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
  • 1,3,4,9-TETRAHYDRO-B-CARBOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
  • tert-Butyl 1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxylate
  • tert-Butyl 1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate
  • tert-butyl 1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate
  • 2-Boc-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
  • 2H-Pyrido[3,4-b]indole-2-carboxylic acid, 1,3,4,9-tetrahydro-, 1,1-dimethylethyl ester
  • tert-Butyl3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxyla
  • 168824-94-0