benzyl N-[(1S,2R)-1-carbamoyl-2-hydroxypropyl]carbamate

• ChemBase ID: 152740
• Molecular Formular: C12H16N2O4
• Molecular Mass: 252.26644
• Monoisotopic Mass: 252.111007
• SMILES: C[C@H]([C@@H](C(=O)N)NC(=O)OCc1ccccc1)O
• Canonical SMILES: C[C@H]([C@@H](C(=O)N)NC(=O)OCc1ccccc1)O
• InChI: InChI=1S/C12H16N2O4/c1-8(15)10(11(13)16)14-12(17)18-7-9-5-3-2-4-6-9/h2-6,8,10,15H,7H2,1H3,(H2,13,16)(H,14,17)/t8-,10+/m1/s1
• InChIKey: PYZXYZOBPGPOFQ-SCZZXKLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S,2R)-1-carbamoyl-2-hydroxypropyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S,2R)-1-carbamoyl-2-hydroxypropyl]carbamate
• Synonyms: N-[(1S,2R)-1-(Aminocarbonyl)-2-hydroxypropyl]-carbamic Acid Phenylmethyl Ester; [R-(R*,S*)]-[1-(Aminocarbonyl)-2-hydroxypropyl]-carbamic Acid Phenylmethyl Ester; N-Benzyloxycarbonyl L-Threonine Amide; Z-L-threoninamide; Z-Thr-NH2; Z-L-苏氨酰胺

Database IDs

• CAS Number: 49705-98-8
• EC Number: 256-436-9
• MDL Number: MFCD00038587
• Beilstein Number: 2335408
• PubChem SID: 24890389; 162246883
• PubChem CID: 7010574

CALCULATED PROPERTIES

• Acid pKa: 13.198263
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.14662197
• LogD (pH = 7.4): 0.14662138
• Log P: 0.14662199
• Molar Refractivity: 63.962 cm^3
• Polarizability: 25.160366 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 110-112°C

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (HPLC)
• Linear Formula: CH3CH(OH)CH(NHCOOCH2C6H5)CONH2

DETAILS

Sigma Aldrich - 97232

Packaging
1 g in poly bottle

Toronto Research Chemicals - B285923

Threonine derivative used in the synthesis of peptide.

REFERENCES

• Dekker, C.A., et al.: J. Biol. Chem., 180, 155 (1949)