CAS 2900-27-8 (2S)-2-(((tert-butoxy)carbonyl)amino)-2-phenylacetic acid (HCID 11010409)

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Basic information

CAS: 2900-27-8
Standard SMILES: CC(C)(C)OC(=O)N[C@H](C(=O)O)c1ccccc1
InChIKey: HOBFSNNENNQQIU-JTQLQIEISA-N
Molecular formula: C13H17NO4
Average molar mass: 251.28 g/mol
Monoisotopic mass: 251.11575802

Names & identifiers

Preferred name: (2S)-2-(((tert-butoxy)carbonyl)amino)-2-phenylacetic acid
IUPAC: (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetic acid
English name: Boc-D-Phg-OH
Molecular formula: C13H17NO4
Molecular weight: 251.28

Names & synonyms

(2S)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid(2S)-2-(((tert-butoxy)carbonyl)amino)-2-phenylacetic acidRefChem:397964691-414-6Boc-Phg-OH2900-27-8(S)-2-((tert-Butoxycarbonyl)amino)-2-phenylacetic acidBoc-L-Phg-OHN-BOC-L-ALPHA-PHENYLGLYCINEMFCD00065588Boc-L-alpha-phenylglycineN-(tert-Butoxycarbonyl)-L-2-phenylglycine

Show more names

BOC-D-PHGRARECHEM EM WB 0178BOC-D-(PHENYL)GLY-OHBOC-D-A-PHENYLGLYCINEN-BOC-D-PHENYLGLYCINEBoc-L-α-phenylglycineBoc-L-phenylglycine99%

(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetic acidM03228(S)-2-(tert-butoxycarbonylamino)-2-phenylacetic acid(2S)-2-(tert-butoxycarbonylamino)-2-phenyl-acetic acidBoc-Phg-OH, >=99.0% (T)B3211Boc-D-alpha-phenylglycine(S)-BOC-L-PHENYLGLYCINE

Database identifiers

CAS

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 18
Formal charge: 0
Complexity: 303

Physicochemical properties

Melting point: 88 · 88-91 °C
Boiling point: 407.2 · 407.2±38.0 °C(Predicted)
Density: 1.182 · 1.182±0.06 g/cm3(Predicted)
refractive index: 142 ° · 142 ° (C=1, EtOH)
storage temp.: 2 · Sealed in dry,2-8°C
Water Solubility: Insoluble in water
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder to crystal
pka: 3.51 · 3.51±0.10(Predicted)
color: White to Almost white
optical activity: 20 · [α]20/D +144±2°, c = 1% in ethanol
BRN: 3592362 · 3592362
Major Application: peptide synthesis
InChI: InChI=1/C13H17NO4/c1-13(2,3)18-12(17)14-10(11(15)16)9-7-5-4-6-8-9/h4-8,10H,1-3H3,(H,14,17)(H,15,16)/t10-/s3
InChIKey: HOBFSNNENNQQIU-JQHDBZEONA-N

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (2 of 4) of reports.

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (50%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 2924 29 70
Signal word: Danger
Symbol(GHS): GHS05
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H314-H290
Precautionary statements: P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405

Chemistry & industry

Applications

UsesBoc-L-Phg-OH, 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.