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Boc-Glycine hydrazide

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Company Name: Jinan Liheng Biotechnology Co., Ltd.  Gold
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Boc-Glycine hydrazide Basic information
Product Name:Boc-Glycine hydrazide
Synonyms:BOC-GLYCINE HYDRAZIDE;BUTTPARK 77\04-08;N-TERT-BUTOXYCARBONYLGLYCYLHYDRAZIDE;Butoxycarbonylglycine hydrazide;2-Aminoacetohydrazide, 2-BOC protected;tert-Butyl (2-hydrazino-2-oxoethyl)carbamate, 2-[(tert-Butoxycarbonyl)amino]acetohydrazide;HydrazinocarbonylMethyl-carbaMic acid tert-butyl ester, 95%+;tert-butyl (2-hydrazino-2-oxoethyl)carbamate
CAS:6926-09-6
MF:C7H15N3O3
MW:189.21
EINECS:
Product Categories:
Mol File:6926-09-6.mol
Boc-Glycine hydrazide Structure
Boc-Glycine hydrazide Chemical Properties
Melting point 111-115
Boiling point 386.5±25.0 °C(Predicted)
density 1.139±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form solid
pka11.40±0.46(Predicted)
color Beige
InChIInChI=1S/C7H15N3O3/c1-7(2,3)13-6(12)9-4-5(11)10-8/h4,8H2,1-3H3,(H,9,12)(H,10,11)
InChIKeyMQBASTZLTYLEON-UHFFFAOYSA-N
SMILESC(NN)(=O)CNC(OC(C)(C)C)=O
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22
HazardClass IRRITANT
HS Code 2928009090
MSDS Information
Boc-Glycine hydrazide Usage And Synthesis
UsesBoc-Glycine hydrazide is used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
SynthesisSynthesis_6926-09-6
N-Protected Hydrazides 2a-l; General Procedure The protected amino acid 1 (2 equiv) and EDAC (2 equiv) were dissolved in the minimum amount of CH2Cl2 at 0 C. The mixture was stirred at 0 C for 2 h. PhthNNH2 (1 equiv) was added and the mixture was stirred at 0 C for 1 h and then at r.t. overnight. Distillation of the solvent under reduced pressure gave a product which was dissolved in EtOAc and washed successively with 1 M KHSO4, sat. aq NaHCO3, and brine. The organic layer was then dried (Na2SO4), filtered, and concentrated in vacuo. The residue was precipitated with Et2O to yield compound 2. If necessary, the residue was purified by column chromatography (silica gel, hexane- EtOAc, 3:7 to 7:3). Compounds 4a-l; General Procedure Aminomethylated polystyrene resin (3 equiv; 1.1 mmol/g, 100-200 mesh) was conditioned for 10 min at r.t. in CH2Cl2. Then 2 (1 equiv) was added, and the mixture was slowly stirred for 24 h at r.t. The mixture was filtered and the solvent was evaporated in vacuo to give product 4. Compound 4h, yield 89%.
References[1] Tetrahedron Letters, 2016, vol. 57, # 9, p. 990 - 992
[2] Patent: US2004/19215, 2004, A1. Location in patent: Page 6
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 5, p. 2124 - 2130
[4] Journal of Organic Chemistry, 1995, vol. 60, # 10, p. 3112 - 3120
[5] Combinatorial Chemistry and High Throughput Screening, 2011, vol. 14, # 2, p. 132 - 137
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