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4-Boc-1-piperazineacetic acid

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4-Boc-1-piperazineacetic acid manufacturers

4-Boc-1-piperazineacetic acid Basic information
Product Name:4-Boc-1-piperazineacetic acid
Synonyms:BOC-4-CARBOXYMETHYLPIPERAZINE;1-BOC-4-CARBOXYMETHYL PIPERAZINE;4-[(1,1-DIMETHYLETHOXY)CARBONYL]-1-PIPERAZINEACETIC ACID;[4-(tert-butoxycarbonyl)piperazin-1-yl]acetic acid dihydrate;[4-(tert-butoxycarbonyl)piperazin-1-yl]aceticacid2H2O;2-(1-TERT-BUTOXYCARBONYL-PIPERAZIN-4-YL)-ACETIC ACID 2-HYDRATE;2-(1-Boc-piperazin-4-yl)-acetic acid dihydrate;2-(1-BOC-PIPERAZIN-4-YL)-ACETIC ACID
CAS:156478-71-6
MF:C11H20N2O4
MW:244.29
EINECS:
Product Categories:piperazines
Mol File:156478-71-6.mol
4-Boc-1-piperazineacetic acid Structure
4-Boc-1-piperazineacetic acid Chemical Properties
Boiling point 365.5±37.0 °C(Predicted)
density 1.174
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka2.40±0.10(Predicted)
form Solid
color Off-white to gray
InChIInChI=1S/C11H20N2O4/c1-11(2,3)17-10(16)13-6-4-12(5-7-13)8-9(14)15/h4-8H2,1-3H3,(H,14,15)
InChIKeyWZBHMXRBXXCEDD-UHFFFAOYSA-N
SMILESN1(CC(O)=O)CCN(C(OC(C)(C)C)=O)CC1
Safety Information
Hazard Codes Xi
WGK Germany 3
HazardClass IRRITANT
HS Code 2933599590
MSDS Information
4-Boc-1-piperazineacetic acid Usage And Synthesis
Uses1-Boc-4-carboxymethyl piperazine is a PROTAC linker. 1-Boc-4-carboxymethyl piperazine can be used in the synthesis of PROTACs (e.g. PROTAC IRAK4 degrader-12 (HY-168586))[1].
Synthesis
1-Boc-4-ethoxycarbonylmethylpiperazine

209667-59-4

4-Boc-1-piperazineacetic acid

156478-71-6

b) General procedure for the synthesis of 2-(4-(tert-butoxycarbonyl)piperazin-1-yl)acetic acid: to a solution of tert-butyl 4-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate (1.5 g, 5.51 mmol) in methanol (10 ml) was added an aqueous solution of sodium hydroxide (0.8 g, 22.0 mmol, 4 equiv). The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the mixture was concentrated and extracted according to the method of Intermediate Example 5 (c). The solvent was removed by distillation to give the target product in 76% (1 g) yield. The product was characterized by LC-MS (ESI): calculated mass: 244.29; observed mass: 145.1 [M-Boc + H]+ (retention time: 0.102 min).

References[1] Ling, et al. Preparation method for naphthoisoxazole compound. WO2024199146A1.WIPO, 2024-10-03.
4-Boc-1-piperazineacetic acid Preparation Products And Raw materials
Raw materials1-Boc-4-ethoxycarbonylmethylpiperazine-->Potassium bisulfate-->1-BOC-Piperazine-->Water-->Methanol-->Sodium hydroxide
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