CAS 1149-26-4 N-Carbobenzoxy-L-valine (HCID 726987)

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Basic information

CAS: 1149-26-4
Standard SMILES: CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)O
InChIKey: CANZBRDGRHNSGZ-NSHDSACASA-N
Molecular formula: C13H17NO4
Average molar mass: 251.28 g/mol
Monoisotopic mass: 251.11575802

Overview

See also: L-Valine, N-(phenylmethoxy)carbonyl- (annotation moved to); N-Carbobenzoyl-DL-valine (annotation moved to).

Names & identifiers

Preferred name: N-Carbobenzoxy-L-valine
IUPAC: (2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoic acid
English name: N-Carbobenzyloxy-L-valine
Molecular formula: C13H17NO4
Molecular weight: 251.28

Names & synonyms

N-Carbobenzyloxy-L-valineCBZ-L-valineN-Carbobenzoxy-L-valineCarbobenzoxy-L-valineBenzyloxycarbonyl-L-valine(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoic acidN-CarbobenzoxyvalineB7E8KBA5JXN-Benzyloxycarbonyl-(S)-valine(2S)-2-((BENZYLOXYCARBONYL)AMINO)-3-METHYLBUTANOIC ACIDRefChem:8294711149-26-4

Show more names

Z-VALCBZ-VAL-OHCbz-L-Val(S)-2-(((benzyloxy)carbonyl)aMino)-3-Methylbutanoic acidN-CBZ-valine

N-CBZ-L-VALINEZ-Val-OHZ-L-VAL-OHZ-L-ValineL-Valine, N-[(phenylmethoxy)carbonyl]-N-Benzyloxycarbonyl-L-valineCarbobenzyloxy-L-valine(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoic acid

Database identifiers

CAS: 1149-26-4
PubChem CID: 726987
DTXSID: DTXSID701360199
ChEMBL

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 18
Formal charge: 0
Complexity: 285

Physicochemical properties

Melting point: 62 · 62-64 °C(lit.)
alpha: -4 · -4 º (c=2,acetic acid)
Boiling point: 394.43 °C · 394.43°C (rough estimate)
Density: 0 · 0,926g/cm
refractive index: -4.3 ° · -4.3 ° (C=2, AcOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Acetic Acid, DMSO (Slightly), Ethanol (Slightly)
pka: 4 · 4.00±0.10(Predicted)
form: Crystalline Powder
color: White to off-white
optical activity: 20 · [α]20/D 4.2±0.5°, c = 2 in chloroform
BRN: 2056617 · 2056617
Major Application: peptide synthesis
InChI: InChI=1S/C13H17NO4/c1-9(2)11(12(15)16)14-13(17)18-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)(H,15,16)/t11-/m0/s1
InChIKey: CANZBRDGRHNSGZ-NSHDSACASA-N

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
hs_code: 29242990
risk_code: 38-43-36/37/38-20/21/22
Signal word: Danger
Symbol(GHS): GHS08
hazard_code: Xi,Xn
hazard_note: Irritant
safety_code: 36/37-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H334
REACH Registrations: Active
Precautionary statements: P261-P342+P311

Chemistry & industry

Applications · 3 items

UsesImatinib intermediate

UsesValaciclovir intermediate

UsesN-Cbz-L-valine is an N-Cbz-protected form of L-Valine (V094205). L-Valine is an essential amino acid that is used as an ingredient in cosmetic formulations, pharmaceuticals, and animal feed products. L-valine is also important for growth and ammonia detoxification in humans.