tert-butyl N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate

• ChemBase ID: 150642
• Molecular Formular: C11H21NO7
• Molecular Mass: 279.28694
• Monoisotopic Mass: 279.13180202
• SMILES: CC(C)(C)OC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)CO)O)O
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H21NO7/c1-11(2,3)19-10(17)12-6-8(15)7(14)5(4-13)18-9(6)16/h5-9,13-16H,4H2,1-3H3,(H,12,17)/t5-,6-,7-,8-,9?/m1/s1
• InChIKey: CQWFSMWAGKKQJB-VARJHODCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)-D-glucosamine; N-Boc-D-glucosamine; N-(叔丁氧羰基)-D-氨基葡萄糖; N-Boc-D-氨基葡萄糖

Database IDs

• CAS Number: 75251-80-8
• MDL Number: MFCD00134540
• Beilstein Number: 3555040
• PubChem SID: 24849405; 162244803; 24863804
• PubChem CID: 13998612

CALCULATED PROPERTIES

• Acid pKa: 11.686976
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.547324
• LogD (pH = 7.4): -1.547346
• Log P: -1.5473236
• Molar Refractivity: 62.4539 cm^3
• Polarizability: 25.590305 Å^3
• Polar Surface Area: 128.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 194 °C (dec.); 194 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +64±2°, c = 1% in methanol; [α]25/D +64°, 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: ≥98.0% (TLC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C11H21NO7

DETAILS

Sigma Aldrich - 381314

Packaging
5 g in glass bottle