ChemicalBook > CAS DataBase List > Z-CIS-HYP-OH

Z-CIS-HYP-OH

Product Name
Z-CIS-HYP-OH
CAS No.
13504-86-4
Chemical Name
Z-CIS-HYP-OH
Synonyms
Z-CIS-HYP-OH;Z-L-CIS-HYP-OH;Z-cis-L-Hyp-OH;CBZ-cis-Hyp-OH;Z-CIS-HYDROXYPROLINE;Z-L-CIS-4-HYDROXYPROLINE;Z-CIS-4-HYDROXY-L-PROLINE;Z-L-cis-4-hydroxyproline99%;cis-N-Cbz-4-hydroxy-L-proline;N-Cbz-4-cis-Hydroxy-L-proline
CBNumber
CB5349906
Molecular Formula
C13H15NO5
Formula Weight
265.26
MOL File
13504-86-4.mol
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Z-CIS-HYP-OH Property

Boiling point:
486.9±45.0 °C(Predicted)
Density 
1.416±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.78±0.40(Predicted)
Appearance
White to off-white Solid
optical activity
-37.8°(C=0.01g/ml MEOH)
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

Usbiological
Product number
242772
Product name
Z-L-cis-4-hydroxyproline 99+%
Packaging
250mg
Price
$245
Updated
2021/12/16
TRC
Product number
B194150
Product name
(2S,4S)-1-[(Benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylicacid
Packaging
500mg
Price
$340
Updated
2021/12/16
Usbiological
Product number
279910
Product name
Z-L-cis-4-hydroxyproline
Packaging
500mg
Price
$382
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-QA
Product name
(2S,4S)-1-[(Benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
Purity
97.0%
Packaging
250mg
Price
$190
Updated
2021/12/16
Matrix Scientific
Product number
057249
Product name
(2S,4S)-1-(Benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
Purity
98%
Packaging
1g
Price
$240
Updated
2021/12/16
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Z-CIS-HYP-OH Chemical Properties,Usage,Production

Synthesis

117811-78-6

13504-86-4

General procedure for the synthesis of (2S,4S)-N-Cbz-4-hydroxypyrrolidine-2-carboxylic acid from (2S,4R)-Cbz-4-methanesulfonyloxyproline methyl ester: firstly, 708 g of water and 337 g of 48% sodium hydroxide solution were added to 928 g of the crude product obtained by reference to Example 3. The temperature of the mixture was raised to 80°C and the reaction was ripened at this temperature for 3 hours. Upon completion of the maturation, the temperature was kept constant and 146 g of solvent was distilled under reduced pressure until the pressure was reduced to 13 kPa. Subsequently, the mixture was cooled to 20°C, 180 g of 48% sodium hydroxide solution was added and aged at 25°C for 12 hours. The amount of cis-Benzyloxycarbonyl-4-hydroxy-L-proline in the reaction solution was determined by analysis to be 2.19 mol (81.0% yield based on trans-4-hydroxy-L-proline). Next, 35 g of toluene was added to the hydrolysis reaction solution and the mixture was concentrated under reduced pressure at 7 kPa and 40 °C to distill 332 g of solvent. Then, 161 g of concentrated sulfuric acid was added dropwise to the concentrated solution and the pH was adjusted to 1.3. After acidic adjustment, 710 g of tetrahydrofuran and 354 g of water were added for layered separation. To the separated water layer, 356 g of tetrahydrofuran was added and the separation was performed again. All the separated tetrahydrofuran layers were combined and concentrated at 40 °C under reduced pressure at 26 kPa, resulting in 896 g of concentrate containing 2.12 mol of cis-Benzyloxycarbonyl-4-hydroxy-L-proline (90.2% yield) with a cis/trans ratio of 98.3/1.7.

References

[1] Patent: JP5703654, 2015, B2. Location in patent: Paragraph 0054; 0055

Z-CIS-HYP-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Z-CIS-HYP-OH manufacturers

Career Henan Chemical Co
Product
Z-CIS-HYP-OH 13504-86-4
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-13

13504-86-4, Z-CIS-HYP-OHRelated Search:


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  • Z-L-CIS-4-HYDROXYPROLINE
  • cis-N-Cbz-4-hydroxy-L-proline
  • (2S,4S)-N-Cbz-trans-4-hydroxy-L-proline
  • Z-L-CIS-HYP-OH
  • Z-CIS-4-HYDROXY-L-PROLINE
  • Z-CIS-HYDROXYPROLINE
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  • 1-(Benzyloxycarbonyl)-4α-hydroxy-L-proline
  • CIS-N-ALPHA-BENZYLOXYCARBONYL-L-HYDROXYPROLINE
  • (2S,4S)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic
  • (2S,4S)-4-hydroxy-1,2-Pyrrolidinedicarboxylic acid 1-(phenylmethyl) ester
  • Z-cis-L-Hyp-OH
  • Z-L-cis-4-hydroxyproline99%
  • CBZ-cis-Hyp-OH
  • N-Cbz-4-cis-Hydroxy-L-proline
  • 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(phenylmethyl) ester, (2S,4S)-
  • (2S,4S)-1-(Benzyloxycarbonyl)-2-(carboxy)-4-hydroxypyrrolidine
  • (4S)-N-Cbz-4-hydroxy-D-proline
  • (2S, 4S)-l-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carbox
  • (2S,4S)-1-benzyloxycarbonyl-4-hydroxyproline
  • (2S,4S)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid
  • (2S,4S)-N-Cbz-cis-4-hydroxy-L-proline
  • 13504-86-4