N-[(tert-Butoxy)carbonyl]-L-tryptophan
- Iupac Name：(2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
- CAS No.: 13139-14-5
- Molecular Weight：304.34
- Modify Date.: 2022-11-22 20:01
- Introduction:
Used in biochemical reagents and peptide synthesis.
View more+
1. Names and Identifiers
- 1.1 Name
- N-[(tert-Butoxy)carbonyl]-L-tryptophan
- 1.2 Synonyms
(2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid (S)-2-((tert-Butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid Boc-D-Trp-OH Boc-L-Trp Boc-L-tryptophan Boc-Trp-OH EINECS 236-072-7 L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]- MFCD00065595 n(à)-tert-butoxycarbonyl-l-tryptophan N-(tert-Butoxycarbonyl)-L-tryptophan n-[(1,1-dimethylethoxy)carbonyl]-l-tryptopha N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-tryptophan Na-(tert-Butoxycarbonyl)-L-tryptophan Nalpha-Boc-L-Tryptophane N-ALPHA-T-BUTYLOXYCARBONYL-L-TRYPTOPHANE N-alpha-Tert-butoxycarbonyl-L-tryptophane N-Boc-L-tryptophan N-tert-Butoxycarbonyl-L-tryptophan Nα-(tert-Butoxycarbonyl)-L-tryptophan Nα-Boc-L-tryptophan tert-butyloxycarbonyltryptophan
- 1.3 CAS No.
- 13139-14-5
- 1.4 CID
- 83169
- 1.5 EINECS(EC#)
- 236-072-7
- 1.6 Molecular Formula
- C16H20N2O4 (isomer)
- 1.7 Inchi
- InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m0/s1
- 1.8 InChkey
- NFVNYBJCJGKVQK-ZDUSSCGKSA-N
- 1.9 Canonical Smiles
- CC(C)(C)OC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O
- 1.10 Isomers Smiles
- CC(C)(C)OC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O
2. Properties
- 2.1 Density
- 1.1328 (rough estimate)
- 2.1 Melting point
- 136 °C (dec.)(lit.)
- 2.1 Boiling point
- 445.17°C (rough estimate)
- 2.1 Refractive index
- -17.5 ° (C=2, DMF)
- 2.1 Flash Point
- 277.8 °C
- 2.1 Precise Quality
- 304.14200
- 2.1 PSA
- 91.42000
- 2.1 logP
- 3.07920
- 2.1 Appearance
- White to off-white Powder
- 2.2 Storage
- Keep Cold.
- 2.3 Chemical Properties
- WHITE TO OFF-WHITE GRANULAR POWDER N-[(tert-Butoxy)carbonyl]-L-tryptophan Preparation Products And Raw materials Raw materials
- 2.4 Color/Form
- White to off-white
- 2.5 pKa
- 4.00±0.10(Predicted)
- 2.6 Water Solubility
- Appearance:White to off-white crystalline powder
Transport Information: OTH
Hazard Symbols:Not regulated UN NO.
particular:particular
- 2.7 Stability
- Stable at room temperature in closed containers under normal storage and handling conditions.
- 2.8 StorageTemp
- Keep in dark place,Sealed in dry,Room Temperature
3. Use and Manufacturing
- 3.1 Methods of Manufacturing
- Take L-tryptophan and tert-butoxycarbonyl azide as raw materials for acylation reaction, then extract the product with ether, wash with 5% sodium chloride, and recrystallize with petroleum ether.
4. Safety and Handling
- 4.1 Hazard Codes
- Xn
- 4.1 Risk Statements
- 20/21/22-36/37/38
- 4.1 Safety Statements
- 22-24/25-36-26
- 4.1 Hazard Class
- IRRITANT
- 4.1 RIDADR
- OTH
- 4.1 WGK Germany
- 3
- 4.1 Safety
-
Hazard Codes:?
Xn
Risk Statements: 20/21/22-36/37/38?
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.?
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26?
S22: Do not breathe dust.?
S24/25: Avoid contact with skin and eyes.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36: Wear suitable protective clothing.
WGK Germany: 3
- 4.2 Toxicity
-
| 1. |
??? |
LD50/LC50: RTECS: Not available.
|
??? |
Nalpha-BOC-L-Tryptophane - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65 |
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Not classified.
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | No symbol. |
| Signal word | No signal word. |
| Hazard statement(s) | none |
| Precautionary statement(s) | |
| Prevention | none |
| Response | none |
| Storage | none |
| Disposal | none |
2.3 Other hazards which do not result in classification
none
6. Synthesis Route
13139-14-5Total: 2 Synthesis Route
7. Other Information
- 7.0 BRN
- 39677
- 7.1 Chemical Properties
- WHITE TO OFF-WHITE GRANULAR POWDER
- 7.2 Storage Conditions
- Take L-tryptophan and tert-butoxycarbonyl azide as raw materials for acylation reaction, then extract the product with ether, wash with 5% sodium chloride, and recrystallize with petroleum ether.
- 7.3 Mesh Entry Terms
- Boc-tryptophan
- 7.4 Manufacturing Info
- L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-: INACTIVE
8. Computational chemical data
- Molecular Weight: 304.34g/mol
- Molecular Formula: C16H20N2O4
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 304.14230712
- Monoisotopic Mass: 304.14230712
- Complexity: 419
- Rotatable Bond Count: 6
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 4
- Topological Polar Surface Area: 91.4
- Heavy Atom Count: 22
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADceB7OAAAAAAAAAAAAAAAAAAAAWAAAAAwAAAAAAAAAFgB8AAAHgAQCAAADGzBngQ+yPLJlgCoAzT3XACCgCAxAiAI2aG4ZJkKIPLAkbGMYAhklgDYyAeY2fKOgAAAAAACAAAAAAAAAAQAAAAAAAAAAA==
9. Recommended Suppliers
-
- Products:Manufacture & Supply Biopharm Chemical, Specialty Chemical, PetroChemical.
- Tel:86-592-8883942
- Email:sale@amitychem.com
-
- Products:Chemical products
- Tel:86-571-88938639
- Email:sales-gc@dycnchem.com
-
- Products:Cosmetic Raw Materials,solvents,etc.
- Tel:86-311-66562153
- Email:spring@crovellbio.com
-
- Products:Pharmaceutical, chemical technology research and development
- Tel:086-0532-80960264
- Email:derek@believechem.com
-
- Products:We mainly export sles, labsa, glycerin, propylene glycol, castic soda, all kinds of plastic particles, fertilizer and other chemical products
- Tel:00-86-15030815998
- Email:lucky@anrunchem.com
10. Realated Product Infomation
![N-[(tert-Butoxy)carbonyl]-L-tryptophan structure](http://structimg.guidechem.com/11/23/17242.png)
-120YR
![N-[(tert-Butoxy)carbonyl]-D-tryptophan](https://structimg.guidechem.com/5/5/13264.png)
![1-[(tert-butoxy)carbonyl]-3-{[(tert-butoxy)carbonyl]amino}azetidine-3-carboxylic acid](https://structimg.guidechem.com/9/33/1598672.png)
![N''-[(tert-butoxy)carbonyl]-N-(1,2-dihydroacenaphthylen-5-yl)(tert-butoxy)carbohydrazide](https://structimg.guidechem.com/8/44/3545743.png)
![N-[(vinyloxy)carbonyl]-L-tryptophan](https://structimg.guidechem.com/5/17/342736.png)
![4-[[(tert-Butoxy)carbonyl]ethylamino]butanoic acid](https://structimg.guidechem.com/8/32/1598311.png)
![Benzyl 4-{[(tert-butoxy)carbonyl]amino}butanoate](https://structimg.guidechem.com/1/25/3018864.png)
skype
