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Boc-5-aminopentanoic acid

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Company Name: Nanjing Derno Pharmaceutical Technology Co., Ltd.  Gold
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Boc-5-aminopentanoic acid manufacturers

  • Boc-NH-C4-acid
  • Boc-NH-C4-acid pictures
  • $29.00
  • 2026-04-27
  • CAS:27219-07-4
  • Purity: 99.92%
  • Supply Ability: 10g
Boc-5-aminopentanoic acid Basic information
Product Name:Boc-5-aminopentanoic acid
Synonyms:N-T-BUTOXYCARBONYL-5-AMINOPENTANOIC ACID;N-DELTA-T-BUTOXYCARBONYL-DELTA-AMINOVALERIC ACID;N-BOC-5-AMINOPENTANOIC ACID;N-BOC-5-AMINOVALERIC ACID;PENTANOIC ACID, 5-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-;RARECHEM EM WB 0073;5-(TERT-BUTOXYCARBONYLAMINO)VALERIC ACID;5-(TERT-BUTOXYCARBONYLAMINO)PENTANOIC ACID
CAS:27219-07-4
MF:C10H19NO4
MW:217.26
EINECS:
Product Categories:
Mol File:27219-07-4.mol
Boc-5-aminopentanoic acid Structure
Boc-5-aminopentanoic acid Chemical Properties
Melting point 48-52 °C(lit.)
Boiling point 160-168 °C0.8 mm Hg(lit.)
density 1.1518 (rough estimate)
refractive index 1.4500 (estimate)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form Powder
pka4.72±0.10(Predicted)
color Off-white
BRN 2048862
Major Applicationpeptide synthesis
InChI1S/C10H19NO4/c1-10(2,3)15-9(14)11-7-5-4-6-8(12)13/h4-7H2,1-3H3,(H,11,14)(H,12,13)
InChIKeyGFMRZAMDGJIWRB-UHFFFAOYSA-N
SMILESCC(C)(C)OC(=O)NCCCCC(O)=O
CAS DataBase Reference27219-07-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
10-21
HazardClass IRRITANT
HS Code 29241990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Boc-5-aminopentanoic acid Usage And Synthesis
DescriptionBoc-5-aminopentanoic acid can be used as a PROTAC linker in the synthesis of PROTACs. Boc-5-aminopentanoic acid is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.
Chemical Propertiessolid
UsesBoc-5-aminovaleric acid can be used to synthesize inhibitors of bacterial quorum seining and biofilm formation. It can also be used to synthesize diblock and triblock copolymers.
Synthesis Reference(s)The Journal of Organic Chemistry, 48, p. 2424, 1983 DOI: 10.1021/jo00162a028
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

5-AMINOVALERIC ACID

660-88-8

Boc-5-aminopentanoic acid

27219-07-4

Example 4: To a mixed solution of 100 mL of 2% aqueous sodium hydroxide and 100 mL of dioxane containing 5-aminopentanoic acid (5.85 g, 0.05 mol), a solution of dioxane containing di-tert-butyl dicarbonate (10.9 g, 0.05 mol) was slowly added dropwise. The reaction mixture was stirred at room temperature for 18 h and then acidified with 1 N hydrochloric acid to pH 3. The acidified reaction mixture was extracted three times with dichloromethane. The organic layers were combined, washed sequentially with water and dried over sodium sulfate, and concentrated under reduced pressure to give 10.1 g (93.5% yield) of 5-(tert-butoxycarbonylamino)pentanoic acid as a white crystalline solid.

References[1] Journal of the American Chemical Society, 2018, vol. 140, # 44, p. 14599 - 14603
[2] ChemMedChem, 2016, p. 1172 - 1187
[3] ChemMedChem, 2016, vol. 11, # 11, p. 1172 - 1187
[4] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 4, p. 402 - 407
[5] Patent: US4476228, 1984, A
Tag:Boc-5-aminopentanoic acid(27219-07-4) Related Product Information
MAGNESIUM DIPROPYLACETATE HYDRATE Estradiol valerate 2-Propylpentanoic acid Ethyl 2-(Chlorosulfonyl)acetate Folic acid Pivalic acid N-Carbobenzyloxyglycine 1-(Boc-amino)cyclopropanecarboxylic acid Glycine Aminoethoxyvinyl glycine hydrochloride 5-Aminovaleric acid N-Boc-trans-4-Hydroxy-L-proline methyl ester BOC-L-Proline (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid Boc-Hyp-OH BOC-L-2-AMINOADIPIC ACID BOC-HYP(BZL)-OH Fmoc-Orn(Boc)-OH