CAS 23680-31-1 3-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid (HCID 333462)

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Basic information

CAS: 23680-31-1
Standard SMILES: CC(C)(C)OC(=O)NC(COCc1ccccc1)C(=O)O
InChIKey: DMBKPDOAQVGTST-UHFFFAOYSA-N
Molecular formula: C15H21NO5
Average molar mass: 295.33 g/mol
Monoisotopic mass: 295.14197277

Names & identifiers

Preferred name: 3-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid
IUPAC: 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoic acid
English name: N-BOC-O-Benzyl-L-serine
Molecular formula: C15H21NO5
Molecular weight: 295.33

Names & synonyms

53317-22-9N-Boc-O-benzyl-DL-serine3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid3-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acido-Benzyl-N-(tert-butoxycarbonyl)serineMFCD016057252-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoic acidBoc-DL-Ser(Bzl)-OH3-(BENZYLOXY)-2-[(TERT-BUTOXYCARBONYL)AMINO]PROPANOIC ACIDNSC334364Boc-L-Ser(OBzl)-OHSCHEMBL828674

Show more names

O-Benzyl-N-(tert-butoxycarbonyl)-L-serineN-(tert-Butoxycarbonyl)-O-benzyl-L-serineBOC-SER-OTBUBOC-1-SER-OHBOC-SER(BU)-OHBoc-Ser(Bz1)-OHBOC-SER(TBU)-OHBOC-SER(BUT)-OHBoc-Ser(Bzl)-0HBOC-Ser (Obzl) OH

DMBKPDOAQVGTST-UHFFFAOYSA-NN-Boc-O-benzyl-DL-serine, 98%BDS-2627BLS-2102SBB058109AKOS025116971NSC-334364AS-71113

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 84.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 21
Formal charge: 0
Complexity: 344

Physicochemical properties

Melting point: 58 · 58-60 °C(lit.)
alpha: 21.5 · 21.5 º (c=2, ethanol)
Boiling point: 437.02 °C · 437.02°C (rough estimate)
Density: 1.1454 · 1.1454 (rough estimate)
refractive index: 22 ° · 22 ° (C=2, EtOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Solid
pka: 3.53 · 3.53±0.10(Predicted)
color: White to Almost white
optical activity: 20 · [α]20/D +20±1°, c = 2% in ethanol: water (4:1)
BRN: 3064461 · 3064461
Major Application: peptide synthesis
InChI: 1S/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(17)18)10-20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 2924 29 70
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25-36-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Applications

UsesN-Boc-O-benzyl-L-serine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.