ChemicalBook > CAS DataBase List > Methyl L-tryptophanate hydrochloride

Methyl L-tryptophanate hydrochloride

Product Name
Methyl L-tryptophanate hydrochloride
CAS No.
7524-52-9
Chemical Name
Methyl L-tryptophanate hydrochloride
Synonyms
L-TRYPTOPHAN METHYL ESTER HYDROCHLORIDE;H-Trp-Ome;H-TRP-OME·HCL;(S)-Methyl 2-aMino-3-(1H-indol-3-yl)propanoate hydrochloride;Trp-Ome.HCl;H-Trp-OMe·HC;H-TRP-OME HCL;L-Trp-OMe.HCL;H-L-Trp-OMe*HCl;TRYPTOPHAN-OME HCL
CBNumber
CB4292113
Molecular Formula
C12H15ClN2O2
Formula Weight
254.71
MOL File
7524-52-9.mol
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Methyl L-tryptophanate hydrochloride Property

Melting point:
218-220 °C(lit.)
alpha 
18 º (c=5 CH3OH)
refractive index 
19.5 ° (C=5, MeOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Sparingly)
form 
Powder
color 
White to off-white
optical activity
[α]20/D +18°, c = 5 in methanol
BRN 
4240280
InChI
InChI=1/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/s3
InChIKey
XNFNGGQRDXFYMM-MEQOOBBNNA-N
SMILES
C12C=CC=CC=1NC=C2C[C@H](N)C(=O)OC.Cl |&1:10,r|
CAS DataBase Reference
7524-52-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P310Immediately call a POISON CENTER or doctor/physician.

P330Rinse mouth.

P361Remove/Take off immediately all contaminated clothing.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
364517
Product name
L-Tryptophan methyl ester hydrochloride
Purity
98%
Packaging
5g
Price
$46.6
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR2601
Product name
<SC>L</SC>-Tryptophan methyl ester hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100mg
Price
$627
Updated
2025/07/31
Sigma-Aldrich
Product number
364517
Product name
L-Tryptophan methyl ester hydrochloride
Purity
98%
Packaging
25g
Price
$132
Updated
2025/07/31
TCI Chemical
Product number
T1657
Product name
L-Tryptophan Methyl Ester Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$33
Updated
2025/07/31
TCI Chemical
Product number
T1657
Product name
L-Tryptophan Methyl Ester Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$103
Updated
2025/07/31
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Methyl L-tryptophanate hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Methyl L-tryptophanate hydrochloride is White to off-white powder

Uses

Methyl L-tryptophanate hydrochloride may be used to prepare the corresponding amino acid amide L-Tryptophanamide Hydrochloride (Cat. #T89550)

Uses

Amino acid derivative that may be used to prepare the corresponding amino acid amide L-Tryptophanamide Hydrochloride (Cat. #T89550).

Uses

L-Tryptophan methyl ester hydrochloride can be used as a reactant to prepare:

  • Oxamoyl derivatives of N-(2-aminobenzoyl)-L-tryptophan (dipeptides) by acylation reaction with 3,1-benzoxazinones.
  • Tadalafil (Cialis), a type-V phosphodiesterase (PDE5) inhibitor.
  • Isoroquefortine C.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

67-56-1

73-22-3

7524-52-9

(2) Preparation of L-tryptophan methyl ester hydrochloride: 60 mL of methanol was added to a 100 mL round-bottomed flask under ice bath conditions. Subsequently, 4 mL of sulfoxide chloride (SOCl2) was slowly added dropwise through a constant-pressure dropping funnel (equipped with a drying tube at the top), and NaOH solution was used to absorb the resulting exhaust gas. After the reaction mixture was reacted under stirring conditions for 1 h, 8 mmol of L-tryptophan (3d) was added and stirring was continued for 30 min at room temperature. After that, the reaction system was warmed up to 66 °C and the reaction was refluxed for 6 hours. The reaction process was monitored by thin-layer chromatography (TLC) using 2% ninhydrin ethanol solution as a color developer until the raw material spot disappeared. Upon completion of the reaction, the solvent was removed by evaporation to give L-tryptophan methyl ester hydrochloride in 100% yield.

References

[1] Tetrahedron, 2001, vol. 57, # 51, p. 10181 - 10189
[2] Patent: US2014/206741, 2014, A1. Location in patent: Paragraph 0111
[3] European Journal of Medicinal Chemistry, 2016, vol. 114, p. 318 - 327
[4] New Journal of Chemistry, 2018, vol. 42, # 16, p. 13549 - 13557
[5] Organic and Biomolecular Chemistry, 2014, vol. 12, # 41, p. 8280 - 8287

Methyl L-tryptophanate hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methyl L-tryptophanate hydrochloride manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
H-L-Trp-OMe.HCl 7524-52-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-04-03
Shaanxi Dideu Medichem Co. Ltd
Product
L-TRYPTOPHAN METHYL ESTER HCL 7524-52-9
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2024-08-15
Wuhan Boyuan Import & Export Co., LTD
Product
Methyl L-tryptophanate hydrochloride 7524-52-9
Price
US $9.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000tons
Release date
2023-05-29

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  • 7524-52-9
  • ESTER
  • Amino Acid Derivatives
  • Specialty Synthesis
  • Tryptophan
  • Peptide Synthesis
  • Amino Acids (C-Protected)
  • Tryptophans
  • Indoles
  • Amino Acid Methyl Esters
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  • Aromatics
  • Heterocycles