CIS-ZHPROME Chemical Properties

Melting point:

80-85°C

Boiling point:

422.8±45.0 °C(Predicted)

Density 

1.313±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

14.25±0.40(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

2

CIS-ZHPROME Usage And Synthesis

Synthesis

Potassium carbonate (9.1 g, 65.8 mmol) was added to a solution of compound D (23 g, 65.8 mmol) in methanol (100 mL) at 0 °C and the reaction mixture was stirred at room temperature for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the mixture was filtered. The filtrate was concentrated under vacuum to remove methanol, and the residue was dissolved in ethyl acetate, washed sequentially with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 4/1 to 1/1 gradient elution) to afford the target product (2S,4S)-N-CBZ-4-hydroxyproline methyl ester (12.6 g, 70% yield) as a light yellow oil.

References

[1] Patent: WO2014/32, 2014, A1. Location in patent: Page/Page column 59

CIS-ZHPROME(57653-35-7)Related Product Information

• Z-L-PROLINE
• Z-CIS-HYP-OH
• N-CARBOBENZYLOXY-L-PROLINE METHYL ESTER
• (S)-1-CBZ-3-PYRROLIDINOL 95
• CIS-ZHPROME