ChemicalBook >> CAS DataBase List >>4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

CAS No.
885272-42-4
Chemical Name:
4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms
1-Boc-4-aminoindoline;tert-butyl 4-aMinoindoline-1-carboxylate;tert-Butyl 4-amino-2,3-dihydro-1H-indole-1-carboxylate;4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1H-Indole-1-carboxylic acid, 4-aMino-2,3-dihydro-, 1,1-diMethylethyl ester
CBNumber:
CB3741937
Molecular Formula:
C13H18N2O2
Molecular Weight:
234.29
MDL Number:
MFCD08059274
MOL File:
885272-42-4.mol
Last updated:2025-07-24 18:13:53
Product description Number Pack Size Price
4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester A597110 25mg $85
4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester FA56666 250mg $137.5
4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester V8637 250mg $204
4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester FA56666 500mg $220
4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester FA56666 1g $581.3
More product size

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Properties

Boiling point 370.4±41.0 °C(Predicted)
Density 1.177±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka 4.19±0.20(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2933998090

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A597110 4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester 885272-42-4 25mg $85 2021-12-16 Buy
Biosynth Carbosynth FA56666 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 885272-42-4 250mg $137.5 2021-12-16 Buy
AK Scientific V8637 4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester 885272-42-4 250mg $204 2021-12-16 Buy
Biosynth Carbosynth FA56666 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 885272-42-4 500mg $220 2021-12-16 Buy
Biosynth Carbosynth FA56666 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 885272-42-4 1g $581.3 2021-12-16 Buy
Product number Packaging Price Buy
A597110 25mg $85 Buy
FA56666 250mg $137.5 Buy
V8637 250mg $204 Buy
FA56666 500mg $220 Buy
FA56666 1g $581.3 Buy

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Uses,Production

Synthesis

1-BOC-4-NITROINDOLE

913836-24-5

1-BOC-4-AMINOINDOLE

885270-30-4

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

885272-42-4

The general procedure for the synthesis of tert-butyl 1-Boc-4-aminoindole and 4-amino-2,3-difluoroindole-1-carboxylate from 1-Boc-4-nitroindole is as follows: to a 2.5 liter Paar oscillator hydrogenation flask were added 40.0 grams (0.152 mol) of 1-Boc-4-nitroindole, 500 ml of toluene, and 1.0 gram of 5 wt% Pd/C Degussa Type E101NO/W (50% water wet). The yellow-green mixture is hydrogenated at room temperature for approximately 3 hours at approximately 50 psi hydrogen pressure until hydrogen uptake ceases and HPLC analysis shows that the reaction is complete. Note: Batch analysis should be performed immediately after completion of hydrogen uptake as excessive hydrogenation results in the formation of approximately 5-15% indole by-products (extended reaction times will result in decreased yields due to excessive hydrogenation). The reaction mixture is filtered through Celite, washed with toluene and concentrated. Multiple hydrogenation batches were combined and concentrated to 140 g of crude orange oil. Purification by column chromatography with 25% ethyl acetate: 75% hexane as eluent gives 121 g of pure product as an orange oil with 100% HPLC purity and 88% overall yield. The indole by-product must be removed in this step or it will interfere with subsequent steps.

References

[1] Patent: US2010/36123, 2010, A1. Location in patent: Page/Page column 8

913836-24-5
885270-30-4
885272-42-4
Synthesis of 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER from 1-BOC-4-NITROINDOLE

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 1H-Indole-1-carboxylic acid, 4-aMino-2,3-dihydro-, 1,1-diMethylethyl ester tert-butyl 4-aMinoindoline-1-carboxylate tert-Butyl 4-amino-2,3-dihydro-1H-indole-1-carboxylate 1-Boc-4-aminoindoline 885272-42-4