3-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid

HCID 2755929CAS 117445-22-4

Substructure search Find similar structures

Basic information

Standard SMILES: CC(C)(C)OC(=O)NCc1cccc(C(=O)O)c1
InChIKey: MQNHKLMHRZYTBZ-UHFFFAOYSA-N
Molecular formula: C13H17NO4
Average molar mass: 251.28 g/mol
Monoisotopic mass: 251.11575802

Names & identifiers

Preferred name: 3-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid
IUPAC: 3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]benzoic acid
English name: Boc-3-Aminomethylbenzoic acid
Molecular formula: C13H17NO4
Molecular weight: 251.28

Names & synonyms

117445-22-43-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid3-{[(tert-butoxycarbonyl)amino]methyl}benzoic acidDTXSID403731443-[[(tert-butoxycarbonyl)amino]methyl]benzoic acidRefChem:272845DTXCID40324176820-537-1Boc-3-aminomethylbenzoic acidN-Boc-3-Aminomethyl-benzoic acid3-(Boc-aminomethyl)benzoic acid3-(n-boc-aminomethyl)benzoic acid

Show more names

BOC-3-AMB-OHBOC-MAMBBOC-MAMB-OHRARECHEM EM WB 0054Boc-3-AminomethylbenzoicAciBoc-3-Aminomethylbenzoic acid USP/EP/BP

N-Boc-3-Aminomethylbenzoic acidBenzoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-MFCD00273426N-Boc-3-(aminomethyl)benzoic Acid3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]benzoic Acid3-((tert-butoxycarbonylamino)methyl)benzoic acid3-[(tert-butoxycarbonylamino)methyl]benzoic acidBoc-(3-aminomethyl) benzoic acid

Database identifiers

CAS: 117445-22-4
PubChem CID: 2755929
DTXSID: DTXSID40373144
EC Number: 820-537-1

Properties

Computed structural properties

XLogP: 1.9
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: 309

Physicochemical properties

Boiling point: 434.6 · 434.6±38.0 °C(Predicted)
Density: 1.178 · 1.178±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: Crystalline Powder or Flakes
pka: 4.21 · 4.21±0.10(Predicted)
color: White to off-white
BRN: 6957774 · 6957774
Major Application: peptide synthesis
InChI: 1S/C13H17NO4/c1-13(2,3)18-12(17)14-8-9-5-4-6-10(7-9)11(15)16/h4-7H,8H2,1-3H3,(H,14,17)(H,15,16)
InChIKey: MQNHKLMHRZYTBZ-UHFFFAOYSA-N
SMILES: CC(C)(C)OC(=O)NCc1cccc(c1)C(O)=O
CAS DataBase Reference: 117445 · 117445-22-4(CAS DataBase Reference)
UNSPSC Code: 12352200 · 12352200
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29242990 · 29242990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications · 1 item

Uses3-(Boc-aminomethyl)benzoic Acid is used to synthesize aminodihydroquinazolines as inhibitors of BACE-1 (β-site APP cleaving enzyme). It is also used to prepare spiro[1H-indene-1,4''-piperidine] derivatives as potent and selective non-peptide human somatostatin receptor subtype 2 (sst2) agonists.