1-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-7-carboxylic acid

• ChemBase ID: 140446
• Molecular Formular: C14H17NO4
• Molecular Mass: 263.28908
• Monoisotopic Mass: 263.11575803
• SMILES: CC(C)(C)OC(=O)N1CCc2c1c(ccc2)C(=O)O
• Canonical SMILES: O=C(N1CCc2c1c(ccc2)C(=O)O)OC(C)(C)C
• InChI: InChI=1S/C14H17NO4/c1-14(2,3)19-13(18)15-8-7-9-5-4-6-10(11(9)15)12(16)17/h4-6H,7-8H2,1-3H3,(H,16,17)
• InChIKey: SUAMIYWLXFROHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-7-carboxylic acid
• IUPAC Traditional name: 1-(tert-butoxycarbonyl)-2,3-dihydroindole-7-carboxylic acid
• Synonyms: (11bS)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxy-dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide; (S)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol cyclic monophosphate; (S)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate; 1-(tert-Butoxycarbonyl)indoline-7-carboxylic acid; 2,3-Dihydro-indole-1,7-dicarboxylic acid 1-tert-butyl ester; N-Boc-indoline-7-carboxylic acid; (11bS)-2,6-双[3,5-双(三氟甲基)苯基]-4-羟基-二萘并[2,1-d:1′,2′-f]-1,3,2-二噁磷杂庚英 4-氧化物; (S)-3,3′-双(3,5-双(三氟甲基)苯基)-1,1′-二-2-萘酚环一磷酸酯; (S)-(+)-3,3′-双(3,5-双(三氟甲基)苯基)-1,1′-联萘-2,2′-二基磷酸氢酯; 1-(叔丁氧羰基)吲哚啉-7-羧酸; 2,3-二氢-吲哚-1,7-二羧酸 1-叔丁酯; N-Boc-吲哚啉-7-羧酸

Database IDs

• CAS Number: 143262-20-8; 878111-17-2
• MDL Number: MFCD04973983
• PubChem SID: 162234690; 24885639
• PubChem CID: 14977845

CALCULATED PROPERTIES

• Acid pKa: 3.1352055
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.1077831
• LogD (pH = 7.4): -1.0104253
• Log P: 2.4457445
• Molar Refractivity: 70.0319 cm^3
• Polarizability: 26.739298 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171-177 °C; 182 °C (dec.)

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38; 43-50
• Safety Statements: 26; 36/37-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H317-H400
• GHS Precautionary statements: P261-P305 + P351 + P338; P273-P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 90%; 95%
• Empirical Formula (Hill Notation): C14H17NO4; C36H17F12O4P

DETAILS

Sigma Aldrich - 681520

Packaging
100 mg in glass bottle
Protocols & Applications
Reductive Amination using BINOL-Derived Chiral Phosphoric Acids

Sigma Aldrich - 685348

Application
Useful starter in indoline based natural product synthesis.1
Packaging
1 g in glass bottle