tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate

• ChemBase ID: 52620
• Molecular Formular: C10H17NO3
• Molecular Mass: 199.24688
• Monoisotopic Mass: 199.12084341
• SMILES: C1CN([C@@H](C1)C=O)C(=O)OC(C)(C)C
• Canonical SMILES: O=C[C@@H]1CCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h7-8H,4-6H2,1-3H3/t8-/m0/s1
• InChIKey: YDBPZCVWPFMBDH-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate
• Synonyms: (S)-tert-Butyl 2-formylpyrrolidine-1-carboxylate; (S)-N-Boc-pyrrolidine-2-carboxaldehyde; N-(tert-Butoxycarbonyl)-L-prolinal; Boc-L-prolinal; N-BOC-L-Prolinal; (S)-(-)-1-Boc-pyrrolidine-2-carboxaldehyde; N-Boc-L-prolinal; tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate; (S)-1-Boc-2-Formylpyrrolidine; (S)-N-Boc-吡咯烷-2-甲醛; N-(叔丁氧羰基)-L-脯氨醛; N-Boc-L-脯氨醛

Database IDs

• CAS Number: 69610-41-9
• MDL Number: MFCD00274186
• PubChem SID: 162057383; 24871916
• PubChem CID: 2734674

CALCULATED PROPERTIES

• Acid pKa: 16.77671
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0274354
• LogD (pH = 7.4): 1.0274354
• Log P: 1.0274354
• Molar Refractivity: 52.134 cm^3
• Polarizability: 20.43282 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 211 °C(lit.); 228°C
• Flash Point: >110°C(230°F); 134.6 °F; 57 °C
• Density: 1.06; 1.063 g/mL at 25 °C(lit.)
• Refractive Index: 1.4589; n20/D 1.462(lit.)
• Optical Rotation: [α]20/D -101°, c = 0.66 in chloroform; -95 (c=1 in chloroform)
• Hydrophobicity(logP): 1.738

Safety Information

• Storage Warning: Air Sensitive; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335; H315-H319
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95%; 96%; 97%
• Empirical Formula (Hill Notation): C10H17NO3

DETAILS

Sigma Aldrich - 483761

Application
Key building block for norsecurinine-type alkaloids and isaindigotidione carboskeleton.1,2
Packaging
1 g in glass bottle