2-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]acetic acid

• ChemBase ID: 39377
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: C1CCN([C@@H]1CC(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)C[C@@H]1CCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(12)7-9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m0/s1
• InChIKey: GDWKIRLZWQQMIE-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]acetic acid
• IUPAC Traditional name: [(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]acetic acid
• Synonyms: Boc-L-beta-homoproline; N-Boc-L-beta-homoproline; Boc-beta3-Homopro-OH; (S)-2-(1-Boc-2-pyrrolidinyl)acetic acid; (S)-2-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)acetic acid; (S)-2-(1-Boc-2-pyrrolidinyl)acetic acid; Boc-L-β3-homoproline; Boc-β3-Homopro-OH; (S)-2-(1-Boc-2-吡咯烷基)乙酸; (S)-2-(1-叔丁氧羰基-2-吡咯烷基)乙酸; Boc-L-β3-高脯氨酸

Database IDs

• CAS Number: 56502-01-3
• MDL Number: MFCD01862939
• Beilstein Number: 478306
• PubChem SID: 24848974; 161002684
• PubChem CID: 688605

CALCULATED PROPERTIES

• Acid pKa: 4.5058026
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.23601864
• LogD (pH = 7.4): -1.533408
• Log P: 1.2708752
• Molar Refractivity: 57.6837 cm^3
• Polarizability: 22.755922 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 95%; 95+%
• Empirical Formula (Hill Notation): C11H19NO4

DETAILS

Sigma Aldrich - 14982

Other Notes
Building block for necine alkaloids;1 Synthesis of new analogs of arginine-vasopressin.2
Packaging
1 g in poly tube