| Identification | Back Directory | [Name]
TERT-BUTYL N-(2-THIENYL)CARBAMATE | [CAS]
56267-50-6 | [Synonyms]
AKOS 92405
NSC 263609
BUTTPARK 97\57-48
2-(N-Boc-amino)thiophene
TERT-BUTYL 2-THIENYLCARBAMATE
tert-Butyl thien-2-ylcarbamate
2-Aminothiophene, 2-BOC protected
tert-Butyl thiophen-2-ylcarbaMate
TERT-BUTYL N-(2-THIENYL)CARBAMATE
2-Aminothiophene, N-BOC protected
2-(N-tert-Butoxycarbonylamino)thiophene
tert-ButylN-(2-thienyl)carbamate≥ 96% (NMR)
THIOPHEN-2-YL-CARBAMIC ACID TERT-BUTYL ESTER
CarbaMic acid, N-2-thienyl-, 1,1-diMethylethyl ester
TERT-BUTYL N-(2-THIENYL)CARBAMATE ISO 9001：2015 REACH
tert-Butyl (thien-2-yl)carbamate, 2-[(tert-Butoxycarbonyl)amino]thiophene | [Molecular Formula]
C9H13NO2S | [MDL Number]
MFCD02677742 | [MOL File]
56267-50-6.mol | [Molecular Weight]
199.27 |
| Chemical Properties | Back Directory | [Melting point ]
151 °C | [Boiling point ]
238.1±13.0 °C(Predicted) | [density ]
1.186±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [form ]
solid | [pka]
13.63±0.70(Predicted) | [color ]
Pale grey | [InChI]
InChI=1S/C9H13NO2S/c1-9(2,3)12-8(11)10-7-5-4-6-13-7/h4-6H,1-3H3,(H,10,11) | [InChIKey]
QTXXTRMGTVEBIN-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NC1SC=CC=1 |
| Questions And Answer | Back Directory | [Structure]
Tert-butyl thiophen-2-ylcarbamate, C9H13NO2S, is a precursor in synthesising diimine ligands suitable for metal complex formation. This compound exhibits intramolecular methyl C7—H···O1 and C8—H···O1 interactions [2.938 (4) and 3.109 (4), respectively] in addition to bulky tert -butyl groups. These two features in tandem allow the packing in the crystal to be nearly perpendicular [the angle between adjacent thiophene rings = 74.83 (7)°]. An intermolecular N1—H···O1i hydrogen bond gives a one-dimensional chain which extends along [0 0 1].
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| Hazard Information | Back Directory | [Chemical Properties]
White to off-white crystalline powder | [Synthesis]
To a solution of thiophenecarboxylic acid (0.5 g, 3.90 mmol) in tBuOH (10 ml) was added Et3N (0.571 ml, 4.10 mmol) and DPPA (0.883 ml, 4.10 mmol). The solution was heated at 90 °C for 4 hours. The reaction mixture was cooled to RT, and the solvent was removed from the vacuum. The residue was treated with benzene, and the solution was washed with 5 per cent citric acid and NaHCO3. Solid was filtered off, and the filtrate was washed with brine. The organic layer was dried (MgSO4), concentrated in vacuo and the residue was purified by silica gel column chromatography (EtOAc/hexanes) to obtain tert-butyl thiophen-2-ylcarbamate (0.39 g, 50percent yield). 1H NMR (400 MHz, DMSO-d6): δ 10.4 (brs, 1H), 6.84 (dd, J = 1.6, and 5.2 Hz, 1H), 6.75 (dd, J = 4.0, and 5.6 Hz, 1H), 6.48 (dd, J= 1.6, and 4.0 Hz, 2H), 1.45 (s, 9H); MS (ESI) m/z: 222.0 (M+22+H+). | [References]
[1] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1594 - 1605
[2] Patent: US2007/105864, 2007, A1. Location in patent: Page/Page column 151
[3] Patent: US2007/117804, 2007, A1. Location in patent: Page/Page column 77
[4] Journal of Medicinal Chemistry, 2002, vol. 45, # 20, p. 4513 - 4523
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 20, p. 4898 - 4908 |
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