193954-27-7

Basic information

• Product Name: Fmoc-L-beta-homoisoleucine
• Synonyms: N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-BETA-HOMOISOLEUCINE;(R)-N-B-(9-FLUORENYLMETHOXYCARBONYL)-3-AMINO-METHYLHEXANOIC ACID;(3R,4S)-3-(FMOC-AMINO)-4-METHYLHEXANOIC ACID;(3R,4S)-3-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-4-METHYL-HEXANOIC ACID;FMOC-L-BETA-HOMOISOLEUCINE;FMOC-ILE-(C*CH2)OH;FMOC-BETA-HOMOILE-OH;FMOC-BETA-HOILE-OH
• CAS NO: 193954-27-7
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.44
• Product Categories: β-Homo Amino Acids;Beta amino acids;Unusual Amino Acids;Amino Acid Derivatives
• Mol File: 193954-27-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 98-100 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 572.1 °C at 760 mmHg
• Flash Point: 299.8 °C
• Appearance: white powder
• Density: 1.188 g/cm³
• Vapor Pressure: 6.3E-14mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• PKA: 4.41±0.10(Predicted)
• BRN: 7980987
• CAS DataBase Reference: Fmoc-L-beta-homoisoleucine(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-L-beta-homoisoleucine(193954-27-7)
• EPA Substance Registry System: Fmoc-L-beta-homoisoleucine(193954-27-7)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 193954-27-7(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Fmoc-l-beta-homoisoleucine

General Description

may contain ~8% (w/w) ethyl acetate

InChI:InChI=1/C22H25NO4/c1-3-14(2)20(12-21(24)25)23-22(26)27-13-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,14,19-20H,3,12-13H2,1-2H3,(H,23,26)(H,24,25)/t14-,20+/m0/s1

Upstream product

• 71989-23-6 Fmoc-Ile-OH 
• 193954-25-5 Fmoc-L-isoleucyl(diazo)methane 

Downstream Products

• 1268809-56-8 H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA 
• 1610960-78-5 C₆₇H₁₂₂N₂₀O₁₁ 
• 1610960-77-4 C₆₇H₁₂₂N₁₄O₁₁ 
• 1207335-42-9 H-(R)-β³hVal-(S)-β³hAla-(S)-β³hLys-(S)-β³hIle-(S)-β³hAla-(R)-β³hSer-(S)-β³hTyr-OH 
• 1207335-57-6 Ac-(R)-β³hVal-(S)-β³hAla-(S)-β³hLys-(S)-β³hIle-(S)-β³hAla-(R)-β³hSer-(S)-β³hTyr-OH 
• 1207335-59-8 Amino-PEG₆-(R)-β³hVal-(S)-β³hAla-(S)-β³hLys-(S)-β³hIle-(S)-β³hAla-(R)-β³hSer-(S)-β³hTyr-OH 
• 1010820-77-5 C₂₈H₃₉BrN₄O₇ 
• 1147129-82-5 C₁₁₅H₁₆₁N₁₇O₂₇S₂ 

Relevant articles and documents

Homologation of α-amino acids to β-amino acids: 9-Fluorenylmethyl chloroformate as a carboxyl group activating agent for the synthesis of Nα-protected aminoacyldiazomethanes

An efficient and stereospecific homologation of urethane-protected α-amino acids to β-amino acids by Arndt-Eistert approach using an equimolar mixture of Fmoc-/Boc-/Z-α-amino acid and 9-fluorenylmethyl chloroformate for the acylation of diazomethane synth

Synthesis of Fmoc-β-homoamino acids by ultrasound-promoted wolff rearrangement

A highly efficient protocol for Amdt-Eistert chain elongation of the base-labile fluorenylmethoxycarbonyl (Fmoc) protected α-amino acids by Ag+- catalyzed, ultrasound-promoted Wolff rearrangement of the corresponding α- diazo ketones at room temperature is described. The enantiomeric purity of the products was examined by capillary zone electrophoresis with chiral buffer systems.