ChemicalBook > CAS DataBase List > N-Cbz-L-Tryptophan

N-Cbz-L-Tryptophan

Product Name
N-Cbz-L-Tryptophan
CAS No.
7432-21-5
Chemical Name
N-Cbz-L-Tryptophan
Synonyms
Z-Trp;Z-TRP-OH;CBZ-TRP-OH;Z-L-TRP-OH;NSC 521831;Z-TRYPTOPHAN;Cbz-L-Try-OH;CBZ-L-TRP-OH;Z-L-TRYPTOPHAN;Cbz-L-Tryptphan
CBNumber
CB1284456
Molecular Formula
C19H18N2O4
Formula Weight
338.36
MOL File
7432-21-5.mol
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N-Cbz-L-Tryptophan Property

Melting point:
124-127 °C(lit.)
alpha 
2.5 º (c=3, EtOH)
Boiling point:
474.51°C (rough estimate)
Density 
1.2855 (rough estimate)
refractive index 
1.6140 (estimate)
storage temp. 
Inert atmosphere,2-8°C
solubility 
methanol: 0.1 g/mL, clear
pka
3.98±0.10(Predicted)
form 
Solid
color 
White
optical activity
[α]20/D +2.9±0.3°, c = 3% in acetic acid
BRN 
96743
CAS DataBase Reference
7432-21-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
97240
Product name
Z-Trp-OH
Purity
97%
Packaging
25g
Price
$73.8
Updated
2021/12/16
TCI Chemical
Product number
C0638
Product name
N-Carbobenzoxy-L-tryptophan
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$22
Updated
2025/07/31
TCI Chemical
Product number
C0638
Product name
N-Carbobenzoxy-L-tryptophan
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$59
Updated
2025/07/31
TRC
Product number
C227795
Product name
Nα-Cbz-L-tryptophan
Packaging
25g
Price
$110
Updated
2021/12/16
TRC
Product number
C227795
Product name
Nα-Cbz-L-tryptophan
Packaging
100g
Price
$330
Updated
2021/12/16
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N-Cbz-L-Tryptophan Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder

Uses

Nα-Cbz-L-tryptophan is an N-Cbz-protected form of L-Tryptophan (T947210). L-Tryptophan is an essential amino acid that is important for cell proliferation and the biosynthesis of proteins. It is a precursor to Serotonin (HCl: S274980), a neurotransmitter that compound that aids in sleep and mental state. L-Tryptophan is also thought to cause eosinophilia-myalgia syndrome.

Synthesis

501-53-1

73-22-3

7432-21-5

L-tryptophan (10.24 g, 50 mmol) was dissolved in 1 M aqueous sodium hydroxide solution (50 mL) and stirred at 0 °C. Subsequently, benzyl chloroformate (7.15 mL, 50.1 mmol) was added slowly and dropwise into the reaction system simultaneously with 1 M aqueous sodium hydroxide solution (50 mL). After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 1 hour. After completion of the reaction, the reaction solution was acidified to pH 1 with 6 M hydrochloric acid, and then the target product was extracted with ethyl acetate (3 x 200 mL). The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give a yellow solid product (16.72 g, 99% yield), which could be used in the next reaction without further purification. The analytical data of the product were as follows: thin layer chromatography (TLC) Rf value of 0.43 (unfolding agent ratio of 95:4:1 dichloromethane/methanol/acetic acid); melting point (Mp): 132-134 °C; 1H NMR (DMSO-d6, 400 MHz) δ: 7.57-7.53 (m, 2H), 7.35-7.22 (m, 6H), 7.16- 7.15 (m, 1H), 7.09-7.04 (m, 1H), 7.00-6.95 (m, 1H), 5.02-4.92 (m, 2H), 4.28-4.21 (m, 1H), 3.22-3.16 (m, 1H), 3.04-2.96 (m, 1H); 13C NMR (DMSO-d6, 100 MHz) δ : 174.2, 156.5, 137.4, 136.6, 128.8, 128.2, 128.0, 127.6, 124.2, 121.4, 118.8, 118.6, 111.9, 110.5, 65.8, 55.5, 27.4; low resolution mass spectrometry (LRMS, ESI+): C19H19N2O4 [M+ H]+ calculated value 339.13, measured value 339.35.

References

[1] Tetrahedron Letters, 2012, vol. 53, # 47, p. 6430 - 6432
[2] Tetrahedron Letters, 2006, vol. 47, # 36, p. 6393 - 6396
[3] Synthesis, 1986, # 11, p. 958 - 960
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 3, p. 462 - 473
[5] Patent: CN105884674, 2016, A. Location in patent: Paragraph 0085; 0086; 0087

N-Cbz-L-Tryptophan Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Cbz-L-Tryptophan Suppliers

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View Lastest Price from N-Cbz-L-Tryptophan manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-Cbz-L-Tryptophan 7432-21-5
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-09-24
Hebei Chuanghai Biotechnology Co., Ltd
Product
N-Cbz-L-Tryptophan 7432-21-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-15
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-Cbz-L-Tryptophan 7432-21-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11

7432-21-5, N-Cbz-L-TryptophanRelated Search:

Z-Trp-OEt L-Tryptophan Benzyloxyacetyl chloride Trimethoprim N-CBZ-L-Tryptophan p-nitrophenyl ester N-Carbobenzyloxy-L-tryptophan p-nitrophenyl ester,N-CBZ-L-TRYPTOPHAN P-NITROPHENYL ESTER N-.ALPHA.-CBZ-L-TRYPTOPHAN BENZYL ESTER Z-TRP(BOC)-OH DCHA N-Benzyloxycarbonyl-L-proline N-Cbz-L-Threonine N-Carbobenzyloxyglycine N-Cbz-L-Phenylalanine N-Cbz-L-glutamic acid tert-butyl N-[(5S)-6-amino-5-[[(2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoyl]amino]-6-oxohexyl]carbamate Z-Trp-Lys(Boc)-NH2 Z-TRP-TRP-OH Z-TRP-NH2 N-Cbz-L-Leucine N-Cbz-L-Aspartic acid 4-benzyl ester

  • BENZYLOXYCARBONYL-L-TRYPTOPHAN
  • CBZ-TRP-OH
  • CBZ-L-TRYPTOPHAN
  • Z-L-TRP-OH
  • Z-L-TRYPTOPHAN
  • Z-TRYPTOPHAN
  • Z-TRP-OH
  • N-CARBOBENZOXY-L-TRYPTOPHAN
  • N-CBZ-L-TRYPTOPHAN
  • N-CBZ-L-TRYPTOPHAN-OH
  • N-ALPHA-BENZYLOXYCARBONYL-L-TRYPTOPHAN
  • N-BENZYLOXYCARBONYL-L-TRYPTOPHAN
  • N-ALPHA-CARBOBENZOXY-L-TRYPTOPHAN
  • N-ALPHA-CARBOBENZYLOXY-L-TRYPTOPHAN
  • N(ALPHA)-CBZ-L-TRYPTOPHAN
  • N<SUB>α</SUB>-Carbobenzyloxy-L-tryptophan
  • N-α-Z-L-tryptophan
  • N(a)-Benzyloxycarbonyl-L-tryptophan
  • Z-Trp
  • N-(Benzyloxycarbonyl)tryptophan
  • Cbz-L-Try-OH
  • Nα-Z-L-tryptophan99%
  • N-CBZ-L-TRYPTOPHAN CRYSTALLINE
  • CBZ-L-TRP-OH
  • N-Benzyloxycarbonyl-L-tryptophane
  • n(à)-benzyloxycarbonyl-l-tryptophan
  • n(à)-cbz-l-tryptophan
  • CBZ-L-TRYPTOPHAN-OH
  • benzyloxycarbonyltryptophan
  • N-ALPHA-BENZYLOXYCARBONYL-L-TRYPTOPHANE
  • Cbz-L-Tryptphan
  • N-Carbobenzyloxy-L-tryptophan
  • N(ɑ)-Benzyloxycarbonyl-L-tryptophan, 98+%
  • N-Carbobenzyloxy-L-tryptphan
  • Nalpha-Carbobenzyloxy-L-tryptophan,99%
  • N(alpha)-Benzyloxycarbonyl-L-tryptophan, 98+%
  • Z-L-TRYPTOPHAN extrapure
  • N-Cbz-L-tryptophan, Nα-Carbobenzyloxy-L-tryptophan, Z-L-Tryptophan
  • (2S)-3-(1H-Indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
  • L-Tryptophan, N-[(phenylmethoxy)carbonyl]-
  • (S)-2-[[(Benzyloxy)carbonyl]amino]-3-(1H-indole-3-yl)propanoic acid
  • (S)-α-[[(Benzyloxy)carbonyl]amino]-1H-indole-3-propionic acid
  • N-(Benzyloxycarbonyl)-3-(1H-indole-3-yl)-L-alanine
  • N(^a)-Benzyloxycarbonyl-L-tryptophan, 98+%
  • (S)-2-(((Benzyloxy)carbonyl)aMino)-3-(1H-indol-3-yl)propanoic acid
  • NSC 521831
  • N-Cbz-L-tryptophan Z-Trp-OH
  • (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
  • (2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoate
  • N-Carbobenzoxy-L-tryptophan &gt
  • (2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoicaci
  • N-Cbz-L-Tryptophan USP/EP/BP
  • Nα-Z-L-tryptophan
  • Nα-Cbz-L-tryptophan
  • Nα -Cbz-L-tryptophan, 98% [Z-Trp-OH]
  • 7432-21-5
  • 17432-21-5
  • Amino Acid Derivatives