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
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)
Safety
- HS Code
- 2933.99.8290
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.
N-Bromosuccinimide Price
- Product number
- B4891
- Product name
- N-(tert-Butoxycarbonyl)-DL-tryptophan
- Packaging
- 1G
- Price
- $23
- Updated
- 2025/07/31
- Product number
- B4891
- Product name
- N-(tert-Butoxycarbonyl)-DL-tryptophan
- Packaging
- 5G
- Price
- $71
- Updated
- 2025/07/31
- Product number
- 0899AP
- Product name
- Boc-DL-tryptophan
- Packaging
- 25g
- Price
- $81
- Updated
- 2021/12/16
- Product number
- AS103037
- Product name
- Boc-DL-tryptophan
- Purity
- 95%
- Packaging
- 25g
- Price
- $104
- Updated
- 2021/12/16
- Product number
- AS103037
- Product name
- Boc-DL-tryptophan
- Purity
- 95%
- Packaging
- 100g
- Price
- $271
- Updated
- 2021/12/16
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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