tert-butyl (2S)-2-amino-3-(tert-butoxy)propanoate hydrochloride

• ChemBase ID: 152608
• Molecular Formular: C11H24ClNO3
• Molecular Mass: 253.76616
• Monoisotopic Mass: 253.14447131
• SMILES: CC(C)(C)OC[C@@H](C(=O)OC(C)(C)C)N.Cl
• Canonical SMILES: O=C([C@H](COC(C)(C)C)N)OC(C)(C)C.Cl
• InChI: InChI=1S/C11H23NO3.ClH/c1-10(2,3)14-7-8(12)9(13)15-11(4,5)6;/h8H,7,12H2,1-6H3;1H/t8-;/m0./s1
• InChIKey: RDWZQVGVBTYCBD-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-amino-3-(tert-butoxy)propanoate hydrochloride
• IUPAC Traditional name: tert-butyl (2S)-2-amino-3-(tert-butoxy)propanoate hydrochloride
• Synonyms: O-tert-Butyl-L-serine tert-butyl ester hydrochloride; H-Ser(tBu)-OtBu HCl; O-叔丁基-L-丝氨酸叔丁酯 盐酸盐

Database IDs

• CAS Number: 51537-21-4
• MDL Number: MFCD00034850
• Beilstein Number: 4886392
• PubChem SID: 162246753; 24852360
• PubChem CID: 16211506

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.04489847
• LogD (pH = 7.4): 1.1912738
• Log P: 1.2713186
• Molar Refractivity: 59.1725 cm^3
• Polarizability: 23.978868 Å^3
• Polar Surface Area: 61.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -10.0±1.0°, c = 1 in H2O

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% (AT); 95+%
• Empirical Formula (Hill Notation): C11H23NO3 · HCl

DETAILS

Sigma Aldrich - 20589

Other Notes
Protected L-serine used in peptide synthesis, e.g. synthesis of glycopeptides and lipopeptides1,2,3; Preparation of amino-phospholipids4
Packaging
1, 5 g in glass bottle