| Identification | More | [Name]
trans-4-Hydroxy-L-proline methyl ester hydrochloride | [CAS]
40216-83-9 | [Synonyms]
(2S,4R)-2-CARBOMETHOXY-4-HYDROXYPYRROLIDINE HYDROCHLORIDE
H-HYP-OME HCL
H-L-HYP-OME HCL
HYDROXYPROLINE-OME HCL
L-4-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE
L-4-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE SALT
L-4-TRANS-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE
L-4-TRANS-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE SALT
L-HYDROXYPROLINE METHYL ESTER HCL
L-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE
L-TRANS-4-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE SALT
METHYL (2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLATE HYDROCHLORIDE
TIMTEC-BB SBB003740
TRANS-4-HYDROXY-L-PROLINE METHYL ESTER HYDROCHLORIDE
TRANS-4-HYDROXY-L-PROLINE METHYL ESTER HYDROCHLORIDE SALT
TRANS-L-HYDROXYPROLINE METHYL ESTER HYDROCHLORIDE
4-HYDROXY-L-PROLINE METHYL ESTER HCl
(2s,4r)-Methyl 4-Hydroxy-Pyrrolidine-2-Carboxylate HCl
Hyp-Ome HCL
(2S,4R)-4-hydroxy-L-proline methyl ester | [EINECS(EC#)]
609-795-4 | [Molecular Formula]
C6H12ClNO3 | [MDL Number]
MFCD00080855 | [Molecular Weight]
181.62 | [MOL File]
40216-83-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
169 °C | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated) | [form ]
Solid | [color ]
White to Off-White | [BRN ]
4716932 | [Stability:]
Hygroscopic | [InChI]
InChI=1/C6H11NO3.ClH/c1-10-6(9)5-2-4(8)3-7-5;/h4-5,7-8H,2-3H2,1H3;1H/t4-,5+;/s3 | [InChIKey]
KLGSHNXEUZOKHH-SRJSDOSHNA-N | [SMILES]
[C@@H]1(NC[C@H](O)C1)C(=O)OC.Cl |&1:0,3,r| | [CAS DataBase Reference]
40216-83-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
trans-4-Hydroxy-L-proline (H952376) derivative. A natural constituent of animal structural proteins such as collagen and elastin. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for synthesizing trans-4-hydroxy-L-proline methyl ester hydrochloride from methanol and trans-4-hydroxy-L-proline hydrochloride is as follows:
Example 1: (2S,4R)-4-hydroxy-2-pyrrolidine carboxylic acid hydrochloride (1.0 g, 7.6 mmol) was dissolved in methanol (25 mL) and cooled to 0°C. Thionyl chloride (0.83 mL, 11.4 mmol) was added slowly under stirring. The reaction mixture was gradually warmed to room temperature and subsequently heated to reflux overnight. After completion of the reaction, it was cooled to room temperature and the reaction mixture was concentrated to dryness under reduced pressure to afford trans-4-hydroxy-L-proline methyl ester hydrochloride (1.2 g, 92% yield) in white solid form. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6). | [IC 50]
Non-cleavable Linker | [References]
[1] Organic Letters, 2018, vol. 20, # 1, p. 162 - 165
[2] Patent: WO2013/174937, 2013, A1. Location in patent: Page/Page column 74
[3] Patent: US2015/152048, 2015, A1. Location in patent: Paragraph 0447-0448 |
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