N-alpha-Benzyloxycarbonyl-D-valine

HCID 712434

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Basic information

CAS: 1685-33-2
Standard SMILES: CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
InChIKey: CANZBRDGRHNSGZ-LLVKDONJSA-N
Molecular formula: C13H17NO4
Average molar mass: 251.28 g/mol

Names & identifiers

Preferred name: N-alpha-Benzyloxycarbonyl-D-valine
IUPAC: (2R)-3-methyl-2-(phenylmethoxycarbonylamino)butanoic acid
English name: Cbz-D-Valine
Molecular formula: C13H17NO4
Molecular weight: 251.28

Names & synonyms

1685-33-2RefChem:829005N-alpha-Benzyloxycarbonyl-D-valine861-721-1CBZ-D-VALINEZ-D-Val-OHN-Benzyloxycarbonyl-D-valineCbz-D-Val-OHN-Cbz-D-valineN-Carbobenzoxy-D-valineD-Valine, N-[(phenylmethoxy)carbonyl]-MFCD00065703

Show more names

N-Carbobenzyloxy-D-valineZ-D-ValCBZ-D-VALZ-D-VALINEZ-D-valine99%N-CBZ-D-VAL-OH

(2R)-3-methyl-2-(phenylmethoxycarbonylamino)butanoic acidWRJ5TH8NR7((Benzyloxy)carbonyl)-D-valineN-[(benzyloxy) carbonyl]-D-valineAKOS015924216CS-W014621(2R)-2-(benzyloxycarbonylamino)-3-methyl-butanoic acid(2R)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoic acid

Database identifiers

CAS: 1685-33-2
PubChem CID: 712434
UNII: WRJ5TH8NR7
EC Number: 861-721-1
Nikkaji: J232.239K

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: 58 · 58-60°C
Boiling point: 432.6 · 432.6±38.0 °C(Predicted)
Density: 1.182 · 1.182±0.06 g/cm3(Predicted)
refractive index: 4 ° · 4 ° (C=2, AcOH)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder to crystal
pka: 4 · 4.00±0.10(Predicted)
color: White to Almost white
BRN: 2056616 · 2056616
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-/m1/s1
InChIKey: CANZBRDGRHNSGZ-LLVKDONJSA-N
SMILES: C(O)(=O)[C@@H](C(C)C)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 1685 · 1685-33-2(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Safety Statements: 22 · 22-24/25
HS Code: 29225090 · 29225090

Safety & regulation

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

hs_code: 29225090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesN-Cbz-D-valine is the N-Cbz-protected form of D-Valine (V094200). D-Valine (an isomer of the essential amino acid L-Valine [V094205])exhibited inhibitory effects on fibroblasts that contaminated mammalian kidney cultures, allowing for selective growth epithelial cells. D-Valine is also known for its presence in the structure of Actinomycin D, an antitumour drug. D-Valine is naturally synthesized by Streptomyces antibioticus.