| Identification | More | [Name]
FMOC-D-2-THIENYLALANINE | [CAS]
201532-42-5 | [Synonyms]
FMOC-D-THA
Fmoc-D-2-THI
FMOC-D-THI-OH
Fmoc-D-2-Thi-OH
RARECHEM BK PT 0214
FMOC-D-THIENYLALANINE
FMOC-D-2-THIENYLALANINE
FMOC-D-ALA(2-THIENYL)-OH
FMOC-3-D-ALA(2-THIENYL)-OH
Fmoc-D-Thi-OH Novabiochem
(R)-N-FMOC-2-THIENYLALANINE
FMoc-b-(2-thienyl)-D-Ala-OH
Fmoc-3-(2-thienyl)-D-Ala-OH
Fmoc-β-(2-thienyl)-D-alanine
FMOC-3-(2-THIENYL)-D-ALANINE
Fmoc-D-3-(2-Thienyl)-alanine
Fmoc-β-(2-thienyl)-D-alanine
FMOC-BETA-(2-THIENYL)-D-ALA-OH
Fmoc-D-3-(2-Thienyl)-L-alanine
FMOC-BETA-(2-THIENYL)-D-ALANINE
(R)-N-fmoc-2-Thienylalanine(e.e.)
FMOC-D-2-THIENYLALANINE USP/EP/BP
(R)-N-FMOC-2-Thienylalanine, 98% ee
N-ALPHA-FMOC-BETA-THIENYL-D-ALANINE
FMoc-β-(2-thienyl)-D-alanine, ee: 98%
(R)-N-FMOC-2-Thienylalanine,95%,98% ee
3-Thien-2-yl-D-alanine, N-FMOC protected
Fmoc-β-(2-thienyl)-D-alanine≥ 98% (HPLC)
(R)-N-Fmoc-2-thienylalanine, 95%, ee:98%
FMOC-D-THI-OH (FMOC-D-3-(2-THIENYL)-ALANINE)
N-(9-FLUORENYLMETHOXYCARBONYL)-2-THIENYL-D-ALANINE
(9H-Fluoren-9-yl)MethOxy]Carbonyl β-(2-thienyl)-D-Alanine
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-BETA-(2-THIENYL)-D-ALANINE
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-2-ylpropanoate
(αR)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-thiophenepropanoic acid
(2R)-2-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]-3-thiophen-2-ylpropanoate
2-Thiophenepropanoic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (αR)-
(R)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-3-(thiophen-2-yl)propanoic acid
(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoic acid
N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-3-(thien-2-yl)-D-alanine, (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thien-2-yl)propanoic acid | [Molecular Formula]
C22H19NO4S | [MDL Number]
MFCD00065677 | [Molecular Weight]
393.46 | [MOL File]
201532-42-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
169 °C | [Boiling point ]
623.4±55.0 °C(Predicted) | [density ]
1.343±0.06 g/cm3 (20 ºC 760 Torr) | [refractive index ]
1.5060 (estimate) | [storage temp. ]
Store at RT. | [form ]
solid | [pka]
3.59±0.10(Predicted) | [color ]
White to off-white | [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)/t20-/s3 | [InChIKey]
PXBMQFMUHRNKTG-XKGZFIRZNA-N | [SMILES]
C(C1C2=CC=CC=C2C2=CC=CC=C12)OC(=O)N[C@@H](C(=O)O)CC1SC=CC=1 |&1:18,r| | [CAS DataBase Reference]
201532-42-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29309090 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
peptide synthesis | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis | [Synthesis]
2.3 Diethyl 2-thienylmalonate was used as the starting material, and the saponification reaction was first carried out with 2.3 equivalents of aqueous sodium hydroxide. Subsequently, L-acylase, 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu) and acetone were added, and the pH of the reaction system was adjusted to 8-9 with aqueous sodium carbonate.After completion of the reaction, Fmoc-Thi-OH was isolated (stored separately), and the mother liquor was frozen and stored.2.4 About 2 L of the above mother liquor was transferred to a 5 L three-necked flask, and 1 L of a mixture of hydrochloric acid and methanol mixture. The reaction mixture was heated to reflux for 60 hours. The reaction was monitored by nuclear magnetic resonance (NMR) and thin layer chromatography (TLC). When the reaction was essentially complete, the Fmoc-OSu solid was removed by filtration and the reaction process continued to be followed by TLC. After the reaction was complete, the reaction system was washed four times with 500 mL of a solvent mixture of ethyl acetate and petroleum ether. Subsequently, the reaction system was acidified with hydrochloric acid to a pH of about 1. Cooling and stirring resulted in 48 g of brown crystalline product. | [References]
[1] Patent: CN106565665, 2017, A. Location in patent: Paragraph 0016-0018; 0021-0023; 0026-0027; 0030-0031; 0038 |
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