CAS 6404-29-1 6-((tert-Butoxycarbonyl)amino)hexanoic acid (HCID 637602)

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Basic information

CAS: 6404-29-1
Standard SMILES: CC(C)(C)OC(=O)NCCCCCC(=O)O
InChIKey: RUFDYIJGNPVTAY-UHFFFAOYSA-N
Molecular formula: C11H21NO4
Average molar mass: 231.29 g/mol
Monoisotopic mass: 231.14705815

Names & identifiers

Preferred name: 6-((tert-Butoxycarbonyl)amino)hexanoic acid
IUPAC: 6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
English name: Boc-6-AMinocaproic acid
Molecular formula: C11H21NO4
Molecular weight: 231.29

Names & synonyms

6-[(tert-butoxycarbonyl)amino]hexanoic acid6-((tert-Butoxycarbonyl)amino)hexanoic acidhexanoic acid, 6-[[(1,1-dimethylethoxy)carbonyl]amino]-6-{[(tert-butoxy)carbonyl]amino}hexanoic acidHEXANOIC ACID,6-AMINO,(N-TERT.BUTYLOXYCARBONYL)6-{(tert-butoxycarbonyl)amino}hexanoic acid6-(((tert-butoxy)carbonyl)amino)hexanoic acidhexanoic acid, 6-(((1,1-dimethylethoxy)carbonyl)amino)-RefChem:539004628-975-3InChI=1/C11H21NO4/c1-11(2,3)16-10(15)12-8-6-4-5-7-9(13)14/h4-8H2,1-3H3,(H,12,15)(H,13,146404-29-1

Show more names

N-Boc-6-aminohexanoic acidBoc-AhxBoc-6-AHXBOC-ACP-OHBoc-EAhx-OHBOC-6-ACA-OHBOC-E-ACP-OH

Boc-6-aminohexanoic acidBoc-epsilon-Acp-OHBoc-6-Ahx-OHBoc-|A-Acp-OH6-(Boc-amino)hexanoic acid6-(tert-butoxycarbonylamino)hexanoic acidMFCD000377986-(Boc-amino)caproic acid

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 8
Heavy atoms: 16
Formal charge: 0
Complexity: 233

Physicochemical properties

Melting point: 35 · 35-40 °C
Boiling point: 166 °C/0.3mmHg · 166°C/0.3mmHg(lit.)
Density: 1.065 · 1.065±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Chloroform, Ethyl Acetate
pka: 4.76 · 4.76±0.10(Predicted)
form: Powder
color: White
Water Solubility: Soluble in chloroform and ethyl acetate. Slightly soluble in water.
BRN: 2049561 · 2049561
Major Application: peptide synthesis
InChI: InChI=1S/C11H21NO4/c1-11(2,3)16-10(15)12-8-6-4-5-7-9(13)14/h4-8H2,1-3H3,(H,12,15)(H,13,14)
InChIKey: RUFDYIJGNPVTAY-UHFFFAOYSA-N
SMILES: C(O)(=O)CCCCCNC(OC(C)(C)C)=O
CAS DataBase Reference: 6404 · 6404-29-1(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 95.1% (39 of 41) of all reports.

Not Classified

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

F: 21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29241990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 3 items

DescriptionBoc-6-aminohexanoic acid is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The compound can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applications. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Uses6-(Boc-amino)hexanoic acid is used in the preparation of esters of 6-aminohexanoic acid as antibacterial agents. EACA is reported to inhibit chymotrypsin, Factor VIIa, lysine carboxy peptidase, plasmin, and plasminogen activator.

UsesProtected ε-Aminocaproic Acid (A603015), Boc-6-AMinocaproic acid can be used in the preparatiom of esters of 6-aminohexanoic acid.