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
- MOL File:
- 14907-27-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/1 14:25:05
| 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(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 364509 | D-Tryptophan methyl ester hydrochloride 98% | 14907-27-8 | 5G | ₹7653.28 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 364509 | D-Tryptophan methyl ester hydrochloride 98% | 14907-27-8 | 5G | ₹7653.28 | 2022-06-14 | Buy |
| TCI Chemicals (India) | T2442 | D-Tryptophan Methyl Ester Hydrochloride | 14907-27-8 | 5G | ₹7200 | 2022-05-26 | Buy |
| TCI Chemicals (India) | T2442 | D-Tryptophan Methyl Ester Hydrochloride | 14907-27-8 | 25G | ₹25500 | 2022-05-26 | 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
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 | Inquiry |
|---|---|---|---|---|---|
| Sris Synthesis Pvt Ltd., | +91-9989522441 +91-9989522441 | Hyderabad, India | 282 | 58 | Inquiry |
| ChemBioReas Life Sciences | +91-7989264158 +91-7989264158 | Hyderabad, India | 82 | 58 | Inquiry |
| CPR LABORATORIES PRIVATE LIMITED | +91-9966778912 +91-9966778912 | AndhraPradesh, India | 17 | 58 | Inquiry |
| Rivashaa Agrotech Biopharma Pvt. Ltd. | +91-26463395 +91-7926462688 | Gujarat, India | 1615 | 58 | Inquiry |
| SV CHEM INTERMEDITES PRIVATE LIMITED | +91-9940629423 +91-9940629423 | Tamil Nadu, India | 202 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| TEADUS PHARMA PRIVATE LIMITED | +91-9740077663 +91-9740077663 | Telangana, India | 242 | 58 | Inquiry |
| Sri Vyjayanthi Labs Pvt Ltd | +91-8977169500 +91-9959551278 | AndhraPradesh, India | 57 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Maas Pharma Chemicals | +91-9958666224 | Delhi, India | 1607 | 58 | Inquiry |
14907-27-8(D-Tryptophan methyl ester hydrochloride)Related Search:
1of4
chevron_right