Boc-D-Trp-OH
N-[(tert-butoxy)carbonyl]-D-tryptophan
CAS: 5241-64-5
Molecular Formula: C16H20N2O4
Boc-D-Trp-OH - Names and Identifiers
| Name | N-[(tert-butoxy)carbonyl]-D-tryptophan |
| Synonyms | BOC-D-TRP-OH Boc-D-Trp-OH N-Boc-D-Trp-OH Boc-D-tryptophan BOC-D-TRYPTOPHAN BOC-D-TRYPTOPHANE BOC-D-TRYPTOPHAN-OH BOC-D-TRYPTOPHANE extrapure N-[(tert-butoxy)carbonyl]-D-tryptophan Nα-(tert-Butyloxycarbonyl)-D-Tryptophane (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate (2R)-2-[(tert-Butoxycarbonyl)amino]-3-(1H-indole-3-yl)propionic acid |
| CAS | 5241-64-5 |
| EINECS | 226-042-1 |
| InChI | InChI=1/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/p-1/t13-/m1/s1 |
Boc-D-Trp-OH - Physico-chemical Properties
| Molecular Formula | C16H20N2O4 |
| Molar Mass | 304.34 |
| Density | 1.1328 (rough estimate) |
| Melting Point | 131-136 °C |
| Boling Point | 445.17°C (rough estimate) |
| Specific Rotation(α) | 19 º (c=1, DMF) |
| Flash Point | 277.8°C |
| Solubility | Aqueous Base (Slightly), DMF (Slightly) DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 2.63E-12mmHg at 25°C |
| Appearance | White solid |
| Color | White |
| BRN | 4237334 |
| pKa | 4.00±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.5800 (estimate) |
| MDL | MFCD00037944 |
Boc-D-Trp-OH - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29339900 |
Boc-D-Trp-OH - Reference Information
| brief introduction | BOC-D-tryptophan can be used as an intermediate in pharmaceutical synthesis, such as tadalafil (tadalafil). tadalafil is developed by Lilly pharmaceutical company in the United States. it relies on PDE-5 to improve the vasodilation effect of NO by inhibiting the decomposition of cGMP, so that ED patients can regain the ability of penile erection, and is mainly used to treat male erectile dysfunction. It was listed in Europe in February 2003 and in the United States in December 2003. It is the third new drug approved by FDA for ED. |
| preparation | compound D-tryptophan (50g,0.245mol) is weighed in a three-mouth bottle, mechanically stirred, 500ml of water and triethylamine (74g,0.731mol),(Boc)2O(56g,0.257mol) are added. The reaction was stirred at 45 degrees Celsius for 12 hours. At the end of the reaction, 0.1% phosphoric acid solution is added dropwise, a large amount of solid is generated, the PH value is adjusted to 7, and then post-treatment is carried out. Filtration, the resulting solid is dissolved with ethyl acetate, the resulting solution is washed once with water, anhydrous sodium sulfate is dried, and after filtration, the organic phase is spin-dried to prepare the compound BOC-D-tryptophan in an amount of 70.9g(0.233mol), and the yield of BOC-D-tryptophan is calculated to be 95.1%. |
Last Update：2024-04-09 21:01:54
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Multiple SpecificationsSpot supply
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