(2S)-3-[4-(tert-butoxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 103262
• Molecular Formular: C28H29NO5
• Molecular Mass: 459.53356
• Monoisotopic Mass: 459.20457303
• SMILES: CC(C)(C)Oc1ccc(C[C@H](NC(=O)OCC2c3c(cccc3)c3c2cccc3)C(=O)O)cc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C28H29NO5/c1-28(2,3)34-19-14-12-18(13-15-19)16-25(26(30)31)29-27(32)33-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)/t25-/m0/s1
• InChIKey: JAUKCFULLJFBFN-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-[4-(tert-butoxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[4-(tert-butoxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-Tyr(tBu)-OH; Fmoc-O-tert-butyl-L-tyrosine; Fmoc-Tyr(tBu)-OH; (2S)-3-[4-(tert-butoxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid; Fmoc-Tyr(tBu)-OH; N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine; N-α-FMOC-O-t-BUTYL-L-TYROSINE; N-(9-芴甲氧羰基)-O-叔丁基-L-酪氨酸; Fmoc-O-叔丁基-L-酪氨酸

Database IDs

• CAS Number: 71989-38-3
• EC Number: 276-262-7
• MDL Number: MFCD00037129
• Beilstein Number: 4216652
• PubChem SID: 162090569; 24869541; 24871223
• PubChem CID: 10895791

CALCULATED PROPERTIES

• Acid pKa: 3.5051215
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6111815
• LogD (pH = 7.4): 2.2240822
• Log P: 5.597932
• Molar Refractivity: 129.4649 cm^3
• Polarizability: 51.636787 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 153 - 156°C; 153-156 °C(lit.)
• Optical Rotation: [α]20/D -28°, c = 1 in DMF; [α]20/D -29±2°, c = 1% in DMF
• Hydrophobicity(logP): 6.25

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 95%; 97%; 98%
• Empirical Formula (Hill Notation): C28H29NO5

DETAILS

Sigma Aldrich - 47623

Packaging
10, 25 g in glass bottle

Sigma Aldrich - 459348

Packaging
5 g in glass bottle