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N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN

Product Name
N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN
CAS No.
112525-72-1
Chemical Name
N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN
Synonyms
STK367969;Boc-DL-tryptophan;N-α-Boc-DL-Tryptophan;(tert-Butoxycarbonyl)tryptophan;N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN;N-(tert-Butoxycarbonyl)-DL-tryptophan >(tert-Butoxycarbonyl)tryptophan - [B92214];N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN USP/EP/BP;N-(tert-Butoxycarbonyl)-DL-tryptophan;3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoicaci
CBNumber
CB7129966
Molecular Formula
C16H20N2O4
Formula Weight
304.34
MOL File
112525-72-1.mol
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N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN Property

Melting point:
131 °C(dec.)
Boiling point:
535.7±45.0 °C(Predicted)
Density 
1.262±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
powder to crystal
pka
4.00±0.10(Predicted)
color 
White to Light yellow
optical activity
-0.5°(C=0.01 g/ml DMF)
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Safety

HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4891
Product name
N-(tert-Butoxycarbonyl)-DL-tryptophan
Packaging
1G
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
B4891
Product name
N-(tert-Butoxycarbonyl)-DL-tryptophan
Packaging
5G
Price
$71
Updated
2025/07/31
AK Scientific
Product number
0899AP
Product name
Boc-DL-tryptophan
Packaging
25g
Price
$81
Updated
2021/12/16
Activate Scientific
Product number
AS103037
Product name
Boc-DL-tryptophan
Purity
95%
Packaging
25g
Price
$104
Updated
2021/12/16
Activate Scientific
Product number
AS103037
Product name
Boc-DL-tryptophan
Purity
95%
Packaging
100g
Price
$271
Updated
2021/12/16
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N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN Chemical Properties,Usage,Production

Synthesis

24424-99-5

54-12-6

5241-64-5

Step 3. General procedure for the preparation of BOC-D-tryptophan. To a solution of water (54 mL) containing NaOH (2.2 g, 55.0 mmol) was added DL-tryptophan (10.0 g, 49.0 mmol) and 1,4-dioxane (36 mL). Subsequently, di-tert-butyl dicarbonate (Boc2O, 10.7 g, 49.1 mmol) was added slowly and dropwise to the above mixture. The reaction mixture was stirred at room temperature for 24 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and the completion of the reaction was indicated by the unfolding of dichloromethane: methanol = 10:1 and an Rf value of 0.5. The reaction mixture was adjusted to pH 6.0 with solid citric acid and subsequently extracted with ethyl acetate (EtOAc, 30 mL x 3). The organic layers were combined, dried and concentrated to give a colorless oil. The residue was washed with petroleum ether (100 mL) and filtered, and the filter cake was further washed with petroleum ether and dried to give BOC-D-tryptophan (14.8 g, 99.0% yield) as a final white solid.

References

[1] Patent: WO2014/14937, 2014, A1. Location in patent: Paragraph 0125; 0128
[2] Patent: CN104876930, 2017, B. Location in patent: Paragraph 0054-0056
[3] Patent: US2010/297756, 2010, A1
[4] Chemistry - A European Journal, 2015, vol. 21, # 51, p. 18589 - 18593
[5] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 140 - 153

N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN Preparation Products And Raw materials

Raw materials

Preparation Products

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112525-72-1, N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHANRelated Search:


  • N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN
  • Boc-DL-tryptophan
  • <i>N</i>-(<i>tert</i>-Butoxycarbonyl)-<small>DL</small>-tryptophan
  • N-α-Boc-DL-Tryptophan
  • 3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • N-(tert-Butoxycarbonyl)-DL-tryptophan &gt
  • 3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoicaci
  • N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN USP/EP/BP
  • (tert-Butoxycarbonyl)tryptophan
  • STK367969
  • (tert-Butoxycarbonyl)tryptophan - [B92214]
  • 112525-72-1