D-Tryptophan methyl ester hydrochloride
- CAS No.
- 14907-27-8
- Chemical Name:
- D-Tryptophan methyl ester hydrochloride
- Synonyms
- D-TRYPTOPHAN METHYL ESTER HCL;Methyl D-Tryptophanate Hydrochloride;Trp-OMe;D-TRYPTOPHAN METHYL ESTER;ANAM-002;D-TRP.OME.HCL;D-Trp-OCH3.Hcl;H-D-TRP-OME·HCL;H-D-TRP-OME HCL;D-Tryptophan methyl
- CBNumber:
- CB9459476
- Molecular Formula:
- C12H15ClN2O2
- Molecular Weight:
- 254.71
- MDL Number:
- MFCD00038992
- MOL File:
- 14907-27-8.mol
- MSDS File:
- SDS
| Melting point | 213-216 °C(lit.) |
|---|---|
| Density | 1.337g/cm3 at 20℃ |
| refractive index | -19 ° (C=5, MeOH) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | DMSO, (Slightly), Methanol (Slightly), Water (Slightly) |
| form | Solid |
| color | White to Off-White |
| optical activity | [α]20/D 18°, c = 5 in methanol |
| Water Solubility | Soluble in water (150 mg/ml), dimethyl sulfoxide and methanol (50 mg/ml). |
| 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| |
| LogP | 1.089 |
| CAS DataBase Reference | 14907-27-8(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P280-P302+P352-P362+P364 | |||||||||
| Safety Statements | 24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29339900 | |||||||||
| NFPA 704 |
|
D-Tryptophan methyl ester hydrochloride price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PH017490 | Methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate AldrichCPR | 14907-27-8 | 1g | $81.6 | 2023-06-20 | Buy |
| Sigma-Aldrich | 364509 | D-Tryptophan methyl ester hydrochloride 98% | 14907-27-8 | 5g | $42.1 | 2022-05-15 | Buy |
| TCI Chemical | T2442 | D-Tryptophan Methyl Ester Hydrochloride >98.0%(N) | 14907-27-8 | 5g | $25 | 2024-03-01 | Buy |
| TCI Chemical | T2442 | D-Tryptophan Methyl Ester Hydrochloride >98.0%(N) | 14907-27-8 | 25g | $100 | 2024-03-01 | Buy |
| Alfa Aesar | H60622 | D-Tryptophan methyl ester hydrochloride, 98% | 14907-27-8 | 5g | $79.5 | 2024-03-01 | Buy |
D-Tryptophan methyl ester hydrochloride Chemical Properties,Uses,Production
Description
D-Tryptophan Methyl Ester Hydrochloride is an intermediate in the synthesis of Tryptophan derivatives. Soluble in water (150 mg/ml), dimethyl sulfoxide and methanol (50 mg/ml). Incompatible with strong oxidizing agents. Store under room temperature.
Chemical Properties
Off-White Crystalline Solid
Uses
Intermediate for the synthesis of Tryptophan derivatives.
Uses
D-Tryptophan Methyl Ester Hydrochloride is an intermediate in the synthesis of Tryptophan derivatives.
Application
The Pictet–Spengler reaction of D-Tryptophan methyl ester hydrochloride with piperonal in various solvents has been extensively studied, the solvent-dependence of stereoselectivities could be principally attributed to the solubility difference between cis and trans products 5-HCl in the used solvent, the best stereoselectivity (cis/trans = 99:1) was obtained using nitromethane or acetonitrile as the solvent. Cialis, 12a-epi-Cialis, deuterium-labeled, 3,3,12a-d3-Cialis, and 3,3,12a-d3-12a-epi-Cialis could be efficiently synthesized from D-Tryptophan methyl ester hydrochloride[1].
Synthesis
D-tryptophan and methyl sulfonate are reacted in a solvent at 25 to 100°C to generate D-tryptophan methyl ester sulfonate. Dissolve the obtained D-tryptophan methyl ester sulfonate in water and adjust the pH to alkaline with alkali to convert it into D-tryptophan methyl ester. After the reaction, extract with an organic solvent, add a desiccant for dehydration, and obtain an extract containing D-tryptophan methyl ester. Finally, dry hydrogen chloride gas is passed into the obtained extract containing D-tryptophan methyl ester for reaction to obtain D-tryptophan methyl ester hydrochloride.
References
[1] Xiao-Xin Shi. “Highly stereoselective Pictet–Spengler reaction of d-tryptophan methyl ester with piperonal: convenient syntheses of Cialis (Tadalafil), 12a-epi-Cialis, and their deuterated analogues.” Tetrahedron, asymmetry 19 4 (2008): Pages 435-442.
D-Tryptophan methyl ester hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 10986 | 58 |
| Sichuan HongRi Pharma-Tech Co.,Ltd | +86-028-64841719 +8617390183901 | daisy@enlaibio.com | China | 1106 | 58 |
| Huzhou Chenxi Environmental Protection Technology Co. , Ltd. | +8616762203950 | 1034385273@qq.com | China | 55 | 58 |
| Hebei Mujin Biotechnology Co.,Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12832 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18148 | 58 |
| Hangzhou ICH Biofarm Co., Ltd | +86-0571-28186870; +undefined8613073685410 | sales@ichemie.com | China | 1010 | 58 |
| Apeloa production Co.,Limited | +8619933239880 | admin@apcl.com.cn | China | 861 | 58 |
| HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD | +8615350851019 | admin@86-ss.com | China | 1001 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29793 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18750 | 58 |
View Lastest Price from D-Tryptophan methyl ester hydrochloride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-01-10 | D-Tryptophan methyl ester HCL
14907-27-8
|
US $0.00-0.00 / kg | 1kg | 98+ | 1T | Sichuan HongRi Pharma-Tech Co.,Ltd | |
 |
2025-01-10 | D-Tryptophan methyl ester hydrochloride
14907-27-8
|
US $0.00 / Kg/Drum | 1KG | 98%min | 500kgs | WUHAN FORTUNA CHEMICAL CO., LTD | |
 |
2025-01-10 | D-Tryptophan methyl ester hydrochloride
14907-27-8
|
US $100.00-75.00 / kg | 1kg | 99% | 5000 | HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD |
-
- D-Tryptophan methyl ester HCL
14907-27-8
- US $0.00-0.00 / kg
- 98+
- Sichuan HongRi Pharma-Tech Co.,Ltd
-
- D-Tryptophan methyl ester hydrochloride
14907-27-8
- US $0.00 / Kg/Drum
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- D-Tryptophan methyl ester hydrochloride
14907-27-8
- US $100.00-75.00 / kg
- 99%
- HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD