(S)-2-((benzyloxycarbonyl)(methyl)amino)-3-methylbutanoic acid

Name	Cbz-N-methyl-L-valine
Synonyms	Cbz-N-Me-Val-OH Z-N-α-Methyl-L-valine Cbz-N-methyl-L-valine N-Cbz-N-methyl-L-valine CBZ-N-.ALPHA.-METHYL-L-VALINE BENZYLOXYCARBONYL-N-METHYL-L-VALINE N-Benzyloxycarbonyl-N-methyl-L-valine (S)-N-(Benzyloxycarbonyl)-N-Methylvaline N-[(benzyloxy)carbonyl]-N-methyl-L-valine BENZYLOXYCARBONYL-N-ALPHA-METHYL-L-VALINE 3-methyl-2-[methyl(phenylmethoxycarbonyl)amino]butanoic acid (S)-2-((benzyloxycarbonyl)(methyl)amino)-3-methylbutanoic acid (2S)-2-[[(benzyloxy)carbonyl](Methyl)aMino]-3-Methylbutanoic acid
CAS	42417-65-2
InChI	InChI=1/C14H19NO4/c1-10(2)12(13(16)17)15(3)14(18)19-9-11-7-5-4-6-8-11/h4-8,10,12H,9H2,1-3H3,(H,16,17)/t12-/m0/s1
InChIKey	NNEHOKZDWLJKHP-LBPRGKRZSA-N

Molecular Formula	C14H19NO4
Molar Mass	265.3
Density	1.166±0.06 g/cm3(Predicted)
Melting Point	68-70°C(lit.)
Boling Point	407.1±34.0 °C(Predicted)
Flash Point	200°C
Solubility	Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
Vapor Presure	2.34E-07mmHg at 25°C
Appearance	Crystalline Solid
Color	White
pKa	4.01±0.10(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.532

Safety Description	36/37 - Wear suitable protective clothing and gloves.
WGK Germany	3

Introduction	N-benzyloxycarbonyl-N-methyl-L-valine is an amino acid intermediate, which can be prepared by one-step reaction of Cbz-L-valine and methyl iodide.
use	N-benzyloxycarbonyl-N-methyl-L-valine is an amino acid organic substance and can be used as an intermediate in pharmaceutical synthesis.
preparation	sodium 60% hydride (5g, 0.125 mol) was added to the stirred Cbz-L-valine (9.5g, 0.038 mol) in the mixture of anhydrous THF (150 mL) and stir for 30 minutes at the same time. Add methyl iodide (20mL,0.32mol) and stir the obtained mixture at room temperature overnight. Ice water (200mL) was poured into the mixture at 0°C, and the resulting mixture was extracted with ether (2x 200mL). The aqueous layer was acidified to pH 1.5 using dilute HCl solution and extracted with ethyl acetate (3x 200mL). The combined organic extract was washed with saturated sodium thiosulfate solution (100 mL), dried (Na2SO4) and evaporated in vacuum to obtain N-benzyloxycarbonyl-N-methyl-L-valine (5g,55%), which is a colorless viscous oil and can be used in the next step without purification.

Last Update：2024-04-09 21:54:55

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