tert-butyl N-{2-[(2-{[(tert-butoxy)carbonyl]amino}ethyl)disulfanyl]ethyl}carbamate

• ChemBase ID: 152385
• Molecular Formular: C14H28N2O4S2
• Molecular Mass: 352.51312
• Monoisotopic Mass: 352.14904939
• SMILES: CC(C)(C)OC(=O)NCCSSCCNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCSSCCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H28N2O4S2/c1-13(2,3)19-11(17)15-7-9-21-22-10-8-16-12(18)20-14(4,5)6/h7-10H2,1-6H3,(H,15,17)(H,16,18)
• InChIKey: HBTMWZADMHBLMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-{2-[(2-{[(tert-butoxy)carbonyl]amino}ethyl)disulfanyl]ethyl}carbamate
• IUPAC Traditional name: tert-butyl N-[2-({2-[(tert-butoxycarbonyl)amino]ethyl}disulfanyl)ethyl]carbamate
• Synonyms: Di-Boc-cystamine; di-Boc-cystamine; 二-叔丁氧羰基-胱胺

Database IDs

• CAS Number: 67385-10-8
• MDL Number: MFCD01861323
• Beilstein Number: 4261397
• PubChem SID: 24850452; 162246530
• PubChem CID: 3588178

CALCULATED PROPERTIES

• Acid pKa: 14.548941
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.2314315
• LogD (pH = 7.4): 2.2314315
• Log P: 2.2314315
• Molar Refractivity: 92.958 cm^3
• Polarizability: 36.53171 Å^3
• Polar Surface Area: 76.66 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-122 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C14H28N2O4S2

DETAILS

Sigma Aldrich - 17353

Other Notes
Building block for the synthesis of thioethyl-modified peptides1,2
Packaging
5 g in poly bottle