172695-33-9

Basic information

• Product Name: Fmoc-L-beta-homovaline
• Synonyms: FMOC-BETA-HOVAL-OH;FMOC-BETA-HOMOVAL-OH;FMOC-L-BETA-HOMOVALINE;FMOC-L-BETA-LEUCINE;FMOC-VAL-(C*CH2)OH;(R)-3-(FMOC-AMINO)-4-METHYLPENTANOIC ACID;(R)-3-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-4-METHYL-PENTANOIC ACID;(R)-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-3-AMINO-4-METHYL PENTANOIC ACID
• CAS NO: 172695-33-9
• Molecular Formula: C₂₁H₂₃NO₄
• Molecular Weight: 353.41
• Product Categories: β-Homo Amino Acids;Beta amino acids
• Mol File: 172695-33-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 153-154 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 563.926 °C at 760 mmHg
• Flash Point: 294.852 °C
• Appearance: /
• Density: 1.208 g/cm³
• Vapor Pressure: 1.49E-13mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• PKA: 4.41±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Fmoc-L-beta-homovaline(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-L-beta-homovaline(172695-33-9)
• EPA Substance Registry System: Fmoc-L-beta-homovaline(172695-33-9)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 172695-33-9(Hazardous Substances Data)

Usage

Uses

N-Fmoc-L-beta-homovaline is used as pharmaceutical intermediate.

InChI:InChI=1/C21H23NO4/c1-13(2)19(11-20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m1/s1

Upstream product

• 172695-23-7 (R)-3-<(tert-butoxycarbonyl)amino>-4-methylpentanenitrile 
• 156358-33-7 (R)-3-Amino-4-methyl-pentanenitrile 
• 161529-21-1 (S)-(1-iodomethyl-2-methylpropyl)carbamic acid tert-butyl ester 
• 79069-14-0 (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 2026-48-4 (S)-valinol 
• 103321-53-5 (S)-(9H-fluoren-9-yl)methyl 1-chloro-3-methyl-1-oxobutan-2-ylcarbamate 
• 119206-33-6 C₂₃H₂₅NO₆ 
• 68858-20-8 Fmoc-Val-OH 
• 193148-58-2 (S)-(9H-fluoren-9-yl)methyl (1-diazo-4-methyl-2-oxopentan-3-yl)carbamate 
• 172695-31-7 (R)-2-(N-fluorenylmethoxycarbonylamino)-3-methylbutyl cyanide 

Downstream Products

• 1188890-03-0 C₄₁H₆₆N₆O₁₀ 
• 1188890-08-5 C₃₉H₆₂N₆O₁₀ 
• 1036974-53-4 β³Tyr-(ACHC-β³Val-β³Arg)3 
• 1610960-74-1 C₆₇H₁₂₂N₂₀O₁₁ 
• 1338053-69-2 C₃₈H₄₃N₅O₈ 
• 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 
• 1207682-51-6 H-β³hVal-β³hLys-β³hSer(All)-β³hPhe-β³hGlu-β³hSer(All)-β³hTyr-β³hIle-OH 
• 1207682-57-2 C₇₃H₁₁₇N₉O₁₆ 

Relevant articles and documents

TUBULYSIN DERIVATIVES AND METHODS FOR PREPARING THE SAME

The invention relates to novel means and methods for the synthesis of tubulysin and derivatives thereof, which find their use e.g. as cytotoxic agents in targeted drug delivery. Provided is a method for preparing a tubulysin derivative, comprising reacting compounds A, B and C in a 3- component Passerini reaction, wherein compound A is a carboxylic acid according to the general formula (A); wherein compound B is an aldehyde according to the general formula (B); and wherein compound C is an isocyanide according to the general formula (C).

A novel synthesis of N-but-3-enyl-α- and β-amino acids

N-But-3-enyl-α- and β-amino acids can be prepared by cleaving 1,3-oxazolidin-5-ones and 1,3-oxazinan-6-ones in the presence of allylsilanes and boron trifluoride etherate at room temperature in good to excellent yields. Georg Thieme Verlag Stuttgart.

Synthesis of Fmoc-/Boc-/Z-β-amino acids via Arndt-Eistert homologation of Fmoc-/Boc-/Z-α-amino acids employing BOP and PyBOP

A simple and efficient protocol for Arndt-Eistert chain homologation of Fmoc-/Boc-/Z-α-amino acids using BOP or PyBOP as a coupling agent to the corresponding β-amino acids, synthesizing the key intermediate α-diazoketones as crystalline solids in good yield is described.