| Identification | Back Directory | [Name]
TERT-BUTYL N-(BENZYLOXY)CARBAMATE | [CAS]
79722-21-7 | [Synonyms]
LABOTEST-BB LT00452293
N-Boc-O-benzylhydroxylamine
TERT-BUTYL BENZYLOXYCARBAMATE
TERT-BUTYL N-(BENZYLOXY)CARBAMATE
tert-Butyl (benzyloxy)carbamate 99%
tert-Butyl N-(Benzyloxy)carbamate >
tert-Butyl N-(benzyloxy)carbamate ,98%
tert-ButylN-(benzyloxy)carbamate≥ 99%(N)
tert-Butyl N-(benzyloxy)carbamate, 98.5%
N-Boc-Bn Tert-butyl n-(benzyloxy)carbamate
N-(BENZYLOXY)CARBAMIC ACID TERT-BUTYL ESTER
TERT-BUTYL N-(BENZYLOXY)CARBAMATE ISO 9001：2015 REACH
Carbamic acid, N-(phenylmethoxy)-, 1,1-dimethylethyl ester
Carbamic acid, N-(phenylmethoxy)-, 1,1-dimethylethyl ester, 95+%
O-Benzylhydroxylamine, N-BOC protected, tert-Butyl (phenylmethoxy)carbamate | [EINECS(EC#)]
628-800-0 | [Molecular Formula]
C12H17NO3 | [MDL Number]
MFCD00191873 | [MOL File]
79722-21-7.mol | [Molecular Weight]
223.27 |
| Chemical Properties | Back Directory | [Melting point ]
45-47 °C(lit.)
| [density ]
1.078±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Solid | [color ]
White | [InChI]
InChI=1S/C12H17NO3/c1-12(2,3)16-11(14)13-15-9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,13,14) | [InChIKey]
MZNBNPWFHGWAGH-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NOCC1=CC=CC=C1 | [CAS DataBase Reference]
79722-21-7 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
tert-Butyl N-(benzyloxy)carbamate was used in the preparation of seven-membered cyclic hydroxamic acids. It may be used in the synthesis of 2-(N-formyl-N-hydroxyamino) ethylphosphonate (IPP). | [General Description]
tert-Butyl N-(benzyloxy)carbamate (tert-butyl benzyloxycarbamate), a protected hydroxylamine, is an N-alkyl-N-benzyloxy carbamate. Its C-N cross coupling reaction with fluorescein ditriflate has been reported. It participates in facile intramolecular cyclization with various carbon nucleophiles to afford functionalized 5- and 6-membered protected cyclic hydroxamic acids. | [Synthesis]
General procedure: synthesis of Intermediate 153: tert-butyl N-(benzyloxy)carbamate. To a solution of O-benzylhydroxylamine hydrochloride (225 g, 1.44 mol) in dichloromethane (300 mL) was added an aqueous sodium bicarbonate solution (261 g, 3.11 mol, 300 ml). After 1 hour of reaction, di-tert-butyl dicarbonate (375 g, 1.72 mol) was slowly added at 0°C. The reaction mixture was stirred in a water/ice bath at 0 °C for 60 min, followed by continued stirring for 16 h at room temperature. Upon completion of the reaction, the reaction was quenched by addition of 300 mL of aqueous sodium bicarbonate. The aqueous phase was separated and extracted with dichloromethane (3 x 500 mL), the organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by silica gel fast column chromatography (eluent: petroleum ether/ethyl acetate=10:1) afforded 220 g (69% yield) of the target compound, tert-butyl N-(benzyloxy)carbamate, as a yellow oil.1H NMR (300 MHz, CDCl3) δ: 1.43 (9H,s), 4.85 (2H,s), 7.19-7.21 (1H brs), 7.30-7.40 (5H, m). | [References]
[1] Journal of Organic Chemistry, 1997, vol. 62, # 26, p. 9148 - 9159
[2] Archiv der Pharmazie, 2016, vol. 349, # 5, p. 373 - 382
[3] Journal of Organic Chemistry, 1983, vol. 48, p. 24
[4] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 24, p. 8549 - 8555
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8847 - 8858 |
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