(2S,3S)-1,4-bis(benzyloxy)butane-2,3-diol

• ChemBase ID: 148901
• Molecular Formular: C18H22O4
• Molecular Mass: 302.36488
• Monoisotopic Mass: 302.15180918
• SMILES: c1ccc(cc1)COC[C@@H]([C@H](COCc1ccccc1)O)O
• Canonical SMILES: O[C@H]([C@H](COCc1ccccc1)O)COCc1ccccc1
• InChI: InChI=1S/C18H22O4/c19-17(13-21-11-15-7-3-1-4-8-15)18(20)14-22-12-16-9-5-2-6-10-16/h1-10,17-20H,11-14H2/t17-,18-/m0/s1
• InChIKey: YAVAVQDYJARRAU-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diol
• IUPAC Traditional name: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diol
• Synonyms: (2S,3S)-(-)-1,4-Bis(benzyloxy)-2,3-butanediol; (-)-1,4-Di-O-benzyl-L-threitol; (-)-(2S,3S)-1,4-Bis(benzyloxy)-2,3-butanediol; (-)-1,4-Di-O-benzyl-L-threitol; 1,4-Di-O-benzyl-L-threitol; (2S,3S)-(-)-1,4-Dibenzyloxy-2,3-butanediol; (2S,3S)-(-)-1,4-双(苄氧基)-2,3-丁二醇; (-)-(2S,3S)-1,4-双(苄氧基)-2,3-丁二醇; (-)-1,4-二-O-苄基-L-苏糖醇; 1,4-二-O-苄基-L-苏醇; (-)-1,4-O-二苯基-L-苏醇

Database IDs

• CAS Number: 17401-06-8
• MDL Number: MFCD00077723
• Beilstein Number: 2149394
• PubChem SID: 24862527; 162243073
• PubChem CID: 7018858

CALCULATED PROPERTIES

• Acid pKa: 13.058663
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.2658503
• LogD (pH = 7.4): 2.2658494
• Log P: 2.2658503
• Molar Refractivity: 85.2062 cm^3
• Polarizability: 33.584713 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 55-57 °C(lit.); 55-58 °C
• Optical Rotation: [α]20/D -6.0±0.5°, c = 5% in chloroform; [α]20/D -6°, c = 5 in chloroform

Safety Information

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

Product Information

• Purity: ≥97.0% (TLC); 98%
• Grade: purum
• Linear Formula: [C6H5CH2OCH2CH(OH)]2
• Empirical Formula (Hill Notation): C18H22O4

DETAILS

Sigma Aldrich - 365475

Packaging
1 g in glass bottle