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CIS-ZHPROME

Product Name
CIS-ZHPROME
CAS No.
57653-35-7
Chemical Name
CIS-ZHPROME
Synonyms
CIS-ZHPROME;CIS-ZHPROME USP/EP/BP;Cbz-cis-4-Hydroxy-L-Proline methyl ester;N-CBZ-CIS-4-HYDROXY-L-PROLINE METHYL ESTER;(4S)-1-Cbz-4-hydroxy-L-proline methyl ester;(2S,4S)-N-Cbz-cis-4-hydroxy-L-proline methyl ester;N-CARBOBENZYLOXY-(4S)-HYDROXY-L-PROLINE METHYL ESTER;Methyl (2S,4S)-1-Cbz-4-Hydroxypyrrolidine-2-carboxylate;O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dic;(2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
CBNumber
CB72453344
Molecular Formula
C14H17NO5
Formula Weight
279.29
MOL File
57653-35-7.mol
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CIS-ZHPROME Property

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
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
2
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
705934
Product name
N-Cbz-cis-4-Hydroxy-L-proline methyl ester
Purity
97%
Packaging
1g
Price
$223
Updated
2025/07/31
TRC
Product number
C227565
Product name
N-Cbz-cis-4-Hydroxy-L-proline methyl ester
Packaging
1g
Price
$100
Updated
2021/12/16
AK Scientific
Product number
J55654
Product name
N-Cbz-cis-4-Hydroxy-L-proline methyl ester
Packaging
10g
Price
$135
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-UH
Product name
N-Cbz-cis-4-hydroxy-L-proline methyl ester
Purity
97.0%
Packaging
1g
Price
$190
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0010546
Product name
N-CBZ-CIS-4-HYDROXY-L-PROLINE METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$497.89
Updated
2021/12/16
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CIS-ZHPROME Chemical Properties,Usage,Production

Synthesis

1527519-52-3

57653-35-7

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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57653-35-7, CIS-ZHPROMERelated Search:


  • CIS-ZHPROME
  • N-CARBOBENZYLOXY-(4S)-HYDROXY-L-PROLINE METHYL ESTER
  • N-CBZ-CIS-4-HYDROXY-L-PROLINE METHYL ESTER
  • (2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
  • O1-Benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate
  • (2S,4S)-1-(Benzyloxycarbonyl)-2-(methoxycarbonyl)-4-hydroxypyrrolidine
  • 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)-
  • 1-O-benzyl 2-O-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate
  • CIS-ZHPROME USP/EP/BP
  • (4S)-1-Cbz-4-hydroxy-L-proline methyl ester
  • Methyl (2S,4S)-1-Cbz-4-Hydroxypyrrolidine-2-carboxylate
  • (2S,4S)-N-Cbz-cis-4-hydroxy-L-proline methyl ester
  • Cbz-cis-4-Hydroxy-L-Proline methyl ester
  • 1-benzyl 2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (contain PPh3O)
  • O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dic
  • <i>N</i>-Cbz-<i>cis</i>-4-Hydroxy-<sc>L</sc>-proline methyl ester
  • 57653-35-7