- H-L-Trp-OMe.HCl
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2026-07-03
- CAS:7524-52-9
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
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| | Methyl L-tryptophanate hydrochloride Basic information |
| | Methyl L-tryptophanate hydrochloride Chemical Properties |
| 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 Rotation | [α]20/D +18°, c = 5 in methanol | | BRN | 4240280 | | Major Application | peptide synthesis | | Cosmetics Ingredients Functions | HAIR CONDITIONING | | 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) |
| Hazard Codes | Xi | | Safety Statements | 22-24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids |
| | Methyl L-tryptophanate hydrochloride Usage And Synthesis |
| Chemical Properties | Methyl L-tryptophanate hydrochloride is White to off-white powder | | 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.
| | Uses | Methyl L-tryptophanate hydrochloride may be used to prepare the corresponding amino acid amide L-Tryptophanamide Hydrochloride (Cat. #T89550) | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | (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 |
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