methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoate

• ChemBase ID: 156623
• Molecular Formular: C14H19NO4S
• Molecular Mass: 297.36996
• Monoisotopic Mass: 297.10347909
• SMILES: COC(=O)[C@H](CCSC)NC(=O)OCc1ccccc1
• Canonical SMILES: COC(=O)[C@@H](NC(=O)OCc1ccccc1)CCSC
• InChI: InChI=1S/C14H19NO4S/c1-18-13(16)12(8-9-20-2)15-14(17)19-10-11-6-4-3-5-7-11/h3-7,12H,8-10H2,1-2H3,(H,15,17)/t12-/m0/s1
• InChIKey: YGDBSBBHEWHVAJ-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoate
• IUPAC Traditional name: methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoate
• Synonyms: Z-L-methionine methyl ester; Z-Met-OMe; Z-L-甲硫氨酸甲酯

Database IDs

• CAS Number: 56762-93-7
• MDL Number: MFCD00145551
• Beilstein Number: 2144306
• PubChem SID: 162250760; 24890365
• PubChem CID: 11141035

CALCULATED PROPERTIES

• Acid pKa: 13.380049
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.381222
• LogD (pH = 7.4): 2.3812215
• Log P: 2.381222
• Molar Refractivity: 78.0351 cm^3
• Polarizability: 30.807047 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 41-44 °C
• Optical Rotation: [α]20/D -34±2°, c = 1% in methanol

Safety Information

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

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Linear Formula: C6H5CH2OOCNHCH(COOCH3)CH2CH2SCH3

DETAILS

Sigma Aldrich - 96915

Other Notes
Intermediate for the synthesis of derivatives of L-vinylglycine [(S)-2-amino-3-butenoic acid]1,2,3