- Design and Synthesis of 56 Shape-Diverse 3D FragmentsDownes, Thomas D. ; Jones, S. Paul ; Klein, Hanna F. ; Wheldon, Mary C.; Atobe, Masakazu ; et al, Chemistry - A European Journal, 2020, 26(41), 8969-8975
Cas no 97373-38-1 (D-Proline, 5-methyl-,methyl ester, (5R)-rel-)
The compound D-Proline, 5-methyl-, methyl ester, (5R)-rel- is a chiral proline derivative with a methyl substituent at the 5-position and a methyl ester functional group. Its stereochemical configuration, particularly the (5R)-relative form, makes it valuable in asymmetric synthesis and peptide chemistry, where rigid secondary structures are required. The methyl ester enhances solubility and reactivity, facilitating its use in coupling reactions. This derivative is particularly useful in the preparation of modified peptides and as a building block for pharmaceuticals or catalysts. Its structural features contribute to improved stability and controlled stereoselectivity in synthetic applications.
97373-38-1 structure
Product Name:D-Proline, 5-methyl-,methyl ester, (5R)-rel-
CAS No:97373-38-1
MF:C7H13NO2
MW:143.183622121811
CID:801039
PubChem ID:16090849
Update Time:2025-08-04
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Chemical and Physical Properties
Names and Identifiers
-
- D-Proline, 5-methyl-,methyl ester, (5R)-rel-
- (2S,5S)-methyl 5-methylpyrrolidine-2-carboxylate
- Proline, 5-methyl-, methyl ester, cis- (9CI)
- Proline, 5-methyl-, methyl ester, cis- (ZCI)
- rel-(5R)-5-Methyl-D-proline methyl ester (ACI)
- D
-
- MDL： MFCD11976675
- Inchi： 1S/C7H13NO2/c1-5-3-4-6(8-5)7(9)10-2/h5-6,8H,3-4H2,1-2H3/t5-,6-/m0/s1
- InChI Key： FZBQCOBVXDOWIT-WDSKDSINSA-N
- SMILES： C([C@@H]1CC[C@H](C)N1)(=O)OC
Computed Properties
- Exact Mass: 143.095
- Monoisotopic Mass: 143.095
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 10
- Rotatable Bond Count: 2
- Complexity: 136
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 38.3A^2
- XLogP3: 0.7
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-6510778-0.05g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 0.05g |
$888.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-0.1g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 0.1g |
$930.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-0.25g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 0.25g |
$972.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-0.5g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 0.5g |
$1014.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-1.0g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 1g |
$1057.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-2.5g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 2.5g |
$2071.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-5.0g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 5g |
$3065.0 | 2023-05-31 | ||
| Enamine | EN300-6510778-10.0g |
rac-methyl (2R,5R)-5-methylpyrrolidine-2-carboxylate |
97373-38-1 | 10g |
$4545.0 | 2023-05-31 |
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 1 h, rt
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 16 h, rt
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 16 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Catalysts: Cesium carbonate Solvents: Tetrahydrofuran
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol
Reference
- Cesium carbonateSivik, Mark R., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2016, , 1-12
Production Method 3
Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol
Reference
- Cesium carbonateSivik, Mark R., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, , 1-3
Production Method 4
Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
Reference
- Synthesis of 3,5-trans-3-(methoxycarbonyl)-1-carbapenam from methyl (±)-pyroglutamateNagasaka, Tatsuo; Tsukada, Atsuhiko; Hamaguchi, Fumiko, Heterocycles, 1986, 24(7), 2015-22
Production Method 5
Reaction Conditions
1.1 Reagents: Hydrogen , Sodium sulfate Catalysts: Palladium Solvents: Ethanol
Reference
- Copper(II) in organic synthesis. II. A stereocontrolled route to alkylprolinesCorsico Coda, Andreina; Desimoni, Giovanni; Gamba Invernizzi, Anna Gamba; Righetti, Pier Paolo; Seneci, Pier Fausto; et al, Gazzetta Chimica Italiana, 1985, 115(2), 111-17
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Raw materials
- methyl 2-(tert-butoxycarbonylamino)-5-oxohexanoate
- Methyl 2-((diphenylmethylene)amino)acetate
- Methyl 2-nitro-5-oxohexanoate
- L-NORLEUCINE, N-(DIPHENYLMETHYLENE)-5-OXO-, METHYL ESTER
- Proline, 5-[2-oxo-2-(phenylmethoxy)ethylidene]-, methyl ester, (Z)-
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Preparation Products
D-Proline, 5-methyl-,methyl ester, (5R)-rel- Related Literature
-
Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
-
Martin R. Ward,Gary W. Copeland,Andrew J. Alexander Chem. Commun., 2010,46, 7634-7636
-
Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
97373-38-1 (D-Proline, 5-methyl-,methyl ester, (5R)-rel-) Related Products
- 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
- 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
- 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
- 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
- 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
- 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
- 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
- 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
- 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
- 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)
Recommended suppliers
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier
CN Supplier
Bulk
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier
CN Supplier
Bulk
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier
CN Supplier
Reagent
Wuhan Comings Biotechnology Co., Ltd.
Gold Member
Audited Supplier
CN Supplier
Bulk
上海嶸奧生物技術(shù)有限公司
Gold Member
Audited Supplier
CN Supplier
Reagent
