Name | (R)-N-FMOC-2-Thienylalanine |
Synonyms | FMOC-D-THA FMOC-D-THI-OH Fmoc-D-2-Thi-OH FMOC-D-THIENYLALANINE FMOC-D-2-THIENYLALANINE FMOC-D-ALA(2-THIENYL)-OH (R)-N-FMOC-2-Thienylalanine Fmoc-D-3-(2-Thienyl)-alanine FMOC-3-(2-THIENYL)-D-ALANINE |
CAS | 201532-42-5 |
InChI | InChI=1/C22H19NO4S/c24-21(25)20(12-14-6-5-11-28-14)23-22(26)27-13-19-17-9-3-1-7-15(17)16-8-2-4-10-18(16)19/h1-11,19-20H,12-13H2,(H,23,26)(H,24,25)/p-1/t20-/m1/s1 |
Molecular Formula | C22H19NO4S |
Molar Mass | 393.46 |
Density | 1.343±0.06 g/cm3 (20 ºC 760 Torr) |
Melting Point | 169 °C |
Boling Point | 623.4±55.0 °C(Predicted) |
Flash Point | 330.8°C |
Vapor Presure | 2.11E-16mmHg at 25°C |
pKa | 3.59±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
Refractive Index | 1.5060 (estimate) |
Physical and Chemical Properties | Overview (R)-N-FMOC-D-2-thienyl alanine, also known as N-fluorenoxycarbonyl-β-(2-thienyl)-D-alanine, is an unnatural amino acid. |
Hazard Symbols | Xi - Irritant |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29309090 |
Hazard Class | IRRITANT |
melting point | 169 °C |
boiling point | 623.4±55.0 °C(Predicted) |
density | 1.343±0.06 g/cm3 (20°C 760 Torr) |
refractive index | 1.5060 (estimate) |
storage conditions | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
acidity coefficient (pKa) | 3.59±0.10(Predicted) |
In the current prior art, the preparation method of the non-natural amino acid N-fluorene methoxycarbonyl-β-(2-thienyl)-D-alanine and its intermediates is as follows: 2-thiophene methanol is acylated into 2-chloromethylthiophene by hydroxy chloride, and then mixed with sodium metal and ethanol and diethyl acetaminomalonate to synthesize diethyl ester, and then added D-acylase, the fmoc-d-thi-oh is prepared by reacting with fmoc-group. The operation process of this method seems simple, but it requires relatively expensive D-acylase, and the cost is high, so it is not suitable for commercial production.
dangerous goods mark | Xi |
safety instructions | 24/25 |
WGK Germany | 3 |
HazardClass | IRRITANT |
customs code | 29309090 |
Overview | (R)-N-FMOC-D-2-thienyl alanine, also known as N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine, is a non-natural amino acid. |
preparation method | , the preparation methods of the unnatural amino acid N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine and intermediates thereof are as follows: 2-thiophene methanol is acylated by hydroxy chloride to make 2-chloromethylthiophene, and then Diethyl ester is synthesized by mixing with metallic sodium, ethanol and diethyl acetomalonate, and then D-acylase is added to separate to obtain h-d-thi-oh, fmoc-d-thi-oh is obtained by reacting with fmoc-group. The operation process of this method seems simple, but it requires the use of relatively expensive D-acylase, and the cost is high, which is not suitable for commercial production. |