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cis-4-Hydroxy-D-proline

cis-4-Hydroxy-D-proline Structure
cis-4-Hydroxy-D-proline structure
CAS No.
2584-71-6
Chemical Name:
cis-4-Hydroxy-D-proline
Synonyms
(2R,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;D-cis-Hyp-OH;H-D-CIS-HYP-OH;NSC 524341;Proline Impurity 23;CIS-D-HYDROXYPROLINE;D-CIS-HYDROXYPROLINE;4β-Hydroxy-D-proline;cis-4-Hydroxy-D-prol;D-ALLO-HYDROXYPROLINE
CBNumber:
CB5163311
Molecular Formula:
C5H9NO3
Molecular Weight:
131.13
MDL Number:
MFCD00005252
MOL File:
2584-71-6.mol
MSDS File:
SDS
Last updated:2026-08-07 18:09:57
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cis-4-Hydroxy-D-proline Properties

Melting point 243 °C (dec.)(lit.)
alpha 58 º (c=2, water 24 ºC)
Boiling point 242.42°C (rough estimate)
Density 1.3121 (rough estimate)
refractive index 1.4300 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Water (Slightly)
form Powder
pka 2.14±0.40(Predicted)
color White
optical activity 56.1°(C=0.93 g/100ml H2O)
Water Solubility 5 g/100 mL
BRN 81439
InChI 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m1/s1
InChIKey PMMYEEVYMWASQN-QWWZWVQMSA-N
SMILES O[C@H]1CN[C@H](C1)C(O)=O
LogP -1.840 (est)
CAS DataBase Reference 2584-71-6(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-22-36/37/39-27-26
WGK Germany  3
F  10
HS Code  29339900
Storage Class 13 - Non Combustible Solids
NFPA 704
1
1 0

cis-4-Hydroxy-D-proline price More Price(102)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H5877 cis-4-Hydroxy-D-proline 2584-71-6 10g $981 2026-04-30 Buy
Sigma-Aldrich H5877 cis-4-Hydroxy-D-proline 2584-71-6 1g $126 2023-06-20 Buy
TCI Chemical H1358 cis-4-Hydroxy-D-proline >98.0%(HPLC)(T) 2584-71-6 1g $44 2026-04-30 Buy
TCI Chemical H1358 cis-4-Hydroxy-D-proline >98.0%(HPLC)(T) 2584-71-6 5g $127 2026-04-30 Buy
Usbiological 279396 cis-4-Hydroxy-D-proline 2584-71-6 50mg $460 2026-06-03 Buy
Product number Packaging Price Buy
H5877 10g $981 Buy
H5877 1g $126 Buy
H1358 1g $44 Buy
H1358 5g $127 Buy
279396 50mg $460 Buy

cis-4-Hydroxy-D-proline Chemical Properties, Uses, Production

Chemical Properties

white powder

Uses

cis-4-Hydroxy-D-proline (cas# 2584-71-6) is a compound useful in organic synthesis.

Definition

ChEBI: D-proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (R-configuration).

Biochem/physiol Actions

Cis-4-Hydroxy-D-proline may be used as a starting material for the 13-step synthesis of new conformationally restricted PNA adenine monomer and the synthesis of N-Benzyl pyrrolidinyl sordaricin derivatives. Cis-4-Hydroxy-D-proline is a substrate that may be used to study the specificity and kinetics of D-alanine dehydrogenase. Cis-4-Hydroxy-D-proline may be used to analyze the substrate specificity of amino acid transporter PAT1.

Synthesis

L-Hydroxyproline

51-35-4

cis-4-Hydroxy-D-proline

2584-71-6

General procedure for the synthesis of cis-4-hydroxy-D-proline using L-hydroxyproline as starting material: a synthetic route has been successfully developed for the other two stereoisomers in the pro4 monomer class. A controlled differential isomerization strategy [34] was employed to convert 30 g of trans-4-hydroxy-(L)-proline 5 into its diastereoisomer cis-4-hydroxy-(D)-proline 14 in 57% isolated yield. Further processing of the intermediate by the synthetic method described in Scheme 1 allowed the synthesis of two additional enantiomers of the pro4 structural unit class 3, pro4(2R,4R) and pro4(2R,4S) (see Scheme 3 for details).

References

[1] Tetrahedron Asymmetry, 2003, vol. 14, # 20, p. 3141 - 3152
[2] Tetrahedron Asymmetry, 2002, vol. 13, # 2, p. 197 - 201
[3] Tetrahedron, 2009, vol. 65, # 4, p. 862 - 876
[4] Patent: US2004/77879, 2004, A1. Location in patent: Page 13
[5] Patent: WO2018/13867, 2018, A1. Location in patent: Paragraph 339

cis-4-Hydroxy-D-proline synthesis

132666-67-2
2584-71-6
Synthesis of cis-4-Hydroxy-D-proline from 2-(R)-Carboethoxy-4-(R)-hydroxypyrrolidine

cis-4-Hydroxy-D-proline Preparation Products And Raw materials

Raw materials

L-Hydroxyproline 2-(R)-Carboethoxy-4-(R)-hydroxypyrrolidine Hydrochloric acid

Preparation Products

1-Pyrrolidinecarboxylicacid,4-amino-2-methyl-,1,1-dimethylethylester,(2S-trans)-(9CI) N-Cbz-cis-4-hydroxy-D-proline methyl ester Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate (2S,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate (3R,5S)-tert-butyl 3-aMino-5-fluoropiperidine-1-carboxylate

cis-4-Hydroxy-D-proline Suppliers

Global Suppliers ( 385)
Supplier Tel Email Country ProdList Advantage
ZhengZhou Yimi Pharma R&D Co.,LTD. 15393710992 375000787@QQ.com China 22 58
SHANGHAI INSPO CHEMICAL CO.,LTD 18917565227 inspo@inspochem.com China 631 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
ShangHai DEMO Chemical Co.,Ltd 400-021-7337 2355568890 sales@demochem.com China 2569 57
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Shijiazhuang Sdyano Fine Chemical Co., Ltd. 0311-89250318 13582355795 master@sjzsdyn.com China 2776 65
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Supplier Advantage
ZhengZhou Yimi Pharma R&D Co.,LTD. 58
SHANGHAI INSPO CHEMICAL CO.,LTD 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
Alfa Aesar 84
TCI (Shanghai) Development Co., Ltd. 81
ShangHai DEMO Chemical Co.,Ltd 57
Energy Chemical 61
Shijiazhuang Sdyano Fine Chemical Co., Ltd. 65
Capot Chemical Co., Ltd 66

View Latest Price from cis-4-Hydroxy-D-proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
H-D-cis-Hyp-OH pictures 2026-08-07 H-D-cis-Hyp-OH
2584-71-6
 $29.00 99.92% 10g TargetMol Chemicals Inc.
cis-4-Hydroxy-D-proline pictures 2026-06-30 cis-4-Hydroxy-D-proline
2584-71-6
 1kg 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
cis-4-Hydroxy-D-proline pictures 2025-05-28 cis-4-Hydroxy-D-proline
2584-71-6
 $850.00 1g 99 % 500 Kg R&D Scientific Inc.

cis-4-Hydroxy-D-proline Spectrum

cis-4-Hydroxy-D-proline(2584-71-6)MScis-4-Hydroxy-D-proline(2584-71-6)1HNMRcis-4-Hydroxy-D-proline(2584-71-6)IR1cis-4-Hydroxy-D-proline(2584-71-6)IR2cis-4-Hydroxy-D-proline(2584-71-6)Raman

2584-71-6 (cis-4-Hydroxy-D-proline) Related Search:

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trans-4-Hydroxy-D-proline CIS-4-HYDROXY-D-PROLINE HCL ,cis-4-Hydroxy-D-proline hydrochloride cis-4-Hydroxycyclohexanecarboxylic acid Cyclohexanecarboxylic acid, 4-hydroxy-, Methyl ester, cis- (4S)-4-hydroxy-L-proline hydrochloride
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1of4

D-trans-Hydroxyproline (2R,4R)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID (4R,2R)-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID D-ALLO-4-HYDROXY-2-PYRROLIDINE-CARBOXYLIC ACID D-ALLO-HYDROXYPROLINE D-CIS-4-HYDROXYPROLINE D-CIS-HYDROXYPROLINE CIS-4-HYDROXY-D-PROLINE CIS-D-4-HYDROXYPROLINE CIS-D-HYDROXYPROLINE HYDROXY-D-PROLINE [ALLO] cis-4-D-Hydroxyproline 4-Hydroxy-D-alloproline D-4-allo-Hydroxy-proline NSC 524341 (R,R)-4-hydroxypyrrolidine-2-carboxylic acid (4R)-4-Hydroxy-D-proline, cis-4-Hydroxy-D-proline cis-4-Hydroxy-D-proline cis-4-Hydroxy-D-proline, 95+% cis-4-Hydroxy-D-proline Vetec(TM) reagent grade, 98% Cls-4-Hydroxy-D-proline CIS-4-HYDROXY-D-PROLINE, VETEC cis-D-4-Hydroxyproline99+% D-cis-Hyp-OH cis-4-Hydroxy-D-proline Hydrochloride,99%e.e. (2R,4R)-(+)-4-Hydroxy-2-pyrrolidinecarboxylic acid D-ALLO-4-HYDROXYPROLINE D-Proline, 4-hydroxy-, (4R)- (2R,4R)-(-)-4-Hydroxypyrrolidin-2-ylcarboxylic acid D-CIS-HYDROXYPROLINE, (2R,4R)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID (2R,4R)-4-HYDROXY-D-PROLINE Cis-4-hydroxy-D-proline,(2R,4R)-(+)-4-Hydroxy-2-pyrrolinecarboxylic acid D-allo-Hydroxyproline, (2R,4R)-(+)-4-Hydroxy-2-pyrrolidinecarboxylic acid (4R)-4-Hydroxy-D-proline (4R)-4β-Hydroxy-D-proline 4β-Hydroxy-D-proline cis-4-Hydroxy-D-proline,99% Cis-4-Hydroxy-D-Proline（Hclform） cis-4-Hydroxy-D-prol cis-4-Hydroxy-D-proline, 99% 1GR cis-4-Hydroxy-D-proline, 98+% (R)-allo-Hydroxyproline 4-(R)-Hydroxypyrrolidine-2-(R)-carboxylic Acid 4-allo-Hydroxy-D-proline cis-4-Hydroxy-D-proline, 95%, for bio cis-4-Hydroxy-D-proline> cis-4-Hydroxy-D-proline USP/EP/BP cis-4-hydroxy-dextro-proline (2R,4R)-4-hydroxypyrrolidin-1-ium-2-carboxylate (2R,4R)-4-Hydroxyproline D-allo-Hydroxyproline|||cis-4-Hydroxy-D-proline H-D-cis-Hyp-OH, 10 mM in DMSO (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid/cis-4-hydroxy-D-proline cis-4-Hydroxy-D-proline (2R,4R)-cis-4-hydroxy-D-proline Proline Impurity 23 (2R,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID H-D-CIS-HYP-OH