tert-butyl N-({[(tert-butoxy)carbonyl]amino}(methylsulfanyl)methylidene)carbamate

• ChemBase ID: 150602
• Molecular Formular: C12H22N2O4S
• Molecular Mass: 290.37908
• Monoisotopic Mass: 290.13002819
• SMILES: CC(C)(C)OC(=O)N/C(=N/C(=O)OC(C)(C)C)/SC
• Canonical SMILES: CS/C(=N\C(=O)OC(C)(C)C)/NC(=O)OC(C)(C)C
• InChI: InChI=1S/C12H22N2O4S/c1-11(2,3)17-9(15)13-8(19-7)14-10(16)18-12(4,5)6/h1-7H3,(H,13,14,15,16)
• InChIKey: UQJXXWHAJKRDKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-({[(tert-butoxy)carbonyl]amino}(methylsulfanyl)methylidene)carbamate
• IUPAC Traditional name: tert-butyl N-{[(tert-butoxycarbonyl)amino](methylsulfanyl)methylidene}carbamate
• Synonyms: 1,3-Di-Boc-2-methylisothiourea; N,N′-Bis(tert-butoxycarbonyl)-S-methylisothiourea; N,N′-Di-Boc-S-methylisothiourea; 1,3-Bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea; N,N′-Di-Boc-S-methylisothiourea; 1,3-二-叔丁氧羰基-2-甲基异硫脲; N,N′-二-Boc-S-甲基异硫脲; N,N′-双(叔丁氧羰基)-S-甲基异硫脲; 1,3-二(叔-丁氧基羰基)-2-甲基-2-异硫脲; N,N′-二-Boc-S-甲基异硫脲

Database IDs

• CAS Number: 107819-90-9
• MDL Number: MFCD00239356
• Beilstein Number: 5815984
• PubChem SID: 24867547; 24848738; 162244763
• PubChem CID: 6376008

CALCULATED PROPERTIES

• Acid pKa: 5.469942
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9616647
• LogD (pH = 7.4): 2.3224723
• Log P: 3.2279086
• Molar Refractivity: 74.2325 cm^3
• Polarizability: 29.381306 Å^3
• Polar Surface Area: 76.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-121 °C; 115-121 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Linear Formula: (CH3)3CO2CN=C(SCH3)NHCO2C(CH3)3

DETAILS

Sigma Aldrich - 439908

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 14563

Other Notes
Reagent for the guanylation of amines1,2