| Identification | More | [Name]
BOC-D-NVA-OH | [CAS]
57521-85-4 | [Synonyms]
Boc-D-Nva
NSC 343953
BOC-D-NVA-OH
Boc-D-NVal-OH
BOC-D-APE(2)-OH
BOC-D-NORVALINE
Cbz-D-Norvaline
Boc-D-Norvaline-OH
RARECHEM EM WB 0169
BOC-D-NORVALINE LIQUID
BOC-D-NVA-OH USP/EP/BP
Boc-D-norvaline (syrup)
BOC-D-2-AMINOVALERIC ACID
N-ALPHA-T-BOC-D-NORVALINE
BOC-D-NHCH[CH3(CH2)]-COOH
Boc-D-norvaline (syrup)99%
O-(PHENYLMETHYL)-L-THREONINE
Boc-D-Nva-OH Boc-D-Norvaline
(R)-2-(BOC-AMINO)PENTANOIC ACID
N-(tert-butoxycarbonyl)norvaline
N-tert-Butoxycarbonyl-D-norvaline
N-ALPHA-T-BUTOXYCARBONYL-D-NORVALINE
N-Boc-D-norvaline dicyclohexylammonium salt
D-Norvaline, N-[(1,1-dimethylethoxy)carbonyl]-
N-ALPHA-T-BUTOXYCARBONYL-D-2-AMINO-PENTANOIC ACID
(R)-2-(Boc-amino)pentanoic acid, Boc-D-norvaline
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid | [Molecular Formula]
C10H19NO4 | [MDL Number]
MFCD00155638 | [Molecular Weight]
217.26 | [MOL File]
57521-85-4.mol |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless viscid liquid | [Uses]
BOC-D-NVA-OH is a chemical reagent used in the preparation of benzothiophene inhibitors of MK2. Also has been used to synthesize pyrrolidine diketopiperazines to inhibit melanoma | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
General procedure for the synthesis of (R)-2-((tert-butylcarbonyl)amino)pentanoic acid from D-norvaline and di-tert-butyl dicarbonate: (R)-2-aminopentanoic acid (2.343 g) and Na2CO3 (2.120 g) were dissolved in water (60.00 mL) to form a mixture. A solution of THF (20 mL) in Boc2O (4.88 mL) was added slowly and dropwise to the mixture at room temperature. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the mixture was washed with ether (2 × 20 mL), followed by adjusting the pH of the aqueous phase with K2SO4 solution to 3. The aqueous phase was extracted with EtOAc (2 × 30 mL), the organic phases were combined, and the solvents were evaporated after drying to give (R)-2-((tert-butylcarbonyl)amino)pentanoic acid (4 g) as a viscous oil product. Mass spectrometry (ESI) analysis showed that the theoretical molecular weight of C10H19NO4 was 217; the measured value was 216 [M-H]. | [References]
[1] Patent: US5206235, 1993, A
[2] Patent: WO2015/180612, 2015, A1. Location in patent: Page/Page column 70 |
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