METHYL 4-BOC-PIPERAZINE-2-CARBOXYLATE Chemical Properties

Boiling point:

321.3±37.0 °C(Predicted)

Density 

1.118±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Soluble in dimethyl sulfoxide.

pka

6.45±0.40(Predicted)

Appearance

White to light yellow Solid-Liquid Mixture

InChI

InChI=1S/C11H20N2O4/c1-11(2,3)17-10(15)13-6-5-12-8(7-13)9(14)16-4/h8,12H,5-7H2,1-4H3

InChIKey

QUKAHFCVKNRRBU-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCNC(C(OC)=O)C1

CAS DataBase Reference

129799-08-2(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2933599590

METHYL 4-BOC-PIPERAZINE-2-CARBOXYLATE Usage And Synthesis

Uses

It is used as pharmaceutical intermediate.

Synthesis

Step 3: 10% Pd-C (0.2 equiv) was added to a stirred methanol solution of 0.1 M methyl 1-Cbz-4-Boc-2-piperazinecarboxylate (A2) and the mixture was stirred for 3 hours at room temperature under hydrogen atmosphere. After completion of the reaction, the mixture was filtered, the filter cake was washed with methanol and the filtrate was evaporated under reduced pressure to give methyl 1-BOC-3-piperazinecarboxylate (A3) in 95% yield. The product was characterized as follows: 1H NMR (400 MHz, CDCl3, 300 K) δ 4.02 (1H, m), 3.74 (3H, s), 3.70 (1H, m), 3.43 (1H, m), 3.20 (1H, m), 3.04 (2H, m), 2.75 (1H, m), 2.14 (1H, m), 1.47 (9H, s). s).MS (ES+) C11H20N2O4 theoretical value 244, measured value: 267 (M + Na)+.

References

[1] Patent: WO2010/23480, 2010, A1. Location in patent: Page/Page column 44
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 23, p. 4241 - 4244
[3] Patent: WO2005/79799, 2005, A1. Location in patent: Page/Page column 18
[4] Patent: US5736539, 1998, A
[5] Patent: US6251902, 2001, B1

METHYL 4-BOC-PIPERAZINE-2-CARBOXYLATE(129799-08-2)Related Product Information

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