CID 7000109

Base Information

• Chemical Name: CID 7000109
• CAS No.: 4043-88-3
• Molecular Formula: C5H7 N O2
• Molecular Weight: 113.116
• Hs Code.: 2933990090
• Metabolomics Workbench ID: 166250
• Mol file: 4043-88-3.mol

Synonyms:

Chemical Property of CID 7000109

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 239-241oC (dec.)
• Refractive Index: 1.4200 (estimate)
• Boiling Point: 279.3°Cat760mmHg
• PKA: 2.04±0.20(Predicted)
• Flash Point: 122.7°C
• PSA: 49.33000
• Density: 1.252g/cm³
• LogP: -0.07220
• Storage Temp.: -15°C
• Water Solubility.: Soluble in water
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.047678466
• Heavy Atom Count: 8
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dehydro-L-proline ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CC([NH2+]1)C(=O)[O-]
• Isomeric SMILES: C1C=C[C@H]([NH2+]1)C(=O)[O-]
• Uses: 3,4-Dehydro-L-proline is used to prepare morpholinyl-4-piperidinylacetic acid derivatives as potent oral active VLA-4 antagonist. It is also a β-Proline analog used as agonists at the strychnine-sensitive glycine receptor.

Technology Process of CID 7000109

There total 4 articles about CID 7000109 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(2S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylic acid 2-methyl 1-(phenylmethyl) ester (5211-24-5) → 3,4-dehydro-L-proline (4043-88-3,58640-72-5)

Guidance literature:

With trimethylsilyl iodide; In acetonitrile; for 20h; Heating;

DOI:10.1139/v82-419

Reference yield: 67.0%

1-aminocyclobutane-1-carboxylic acid (22264-50-2) → propyl cyanide (109-74-0) + 3,4-dehydro-L-proline (4043-88-3,58640-72-5)

Guidance literature:

With ammonium hydroxide; [Cu^II(2,2'-bipyridine)(1-aminocyclobutane-1-carboxylic acid(H-))]ClO₄*H₂O; dihydrogen peroxide; In water; N,N-dimethyl-formamide; at 35 ℃; Overall yield = 20 %; Kinetics;

DOI:10.1002/ejic.201400133

Reference yield:

pyrrole-2-carboxyl acid (634-97-9) → 3,4-dehydro-L-proline (4043-88-3,58640-72-5) + R-3,4-dehydroproline (58640-72-5)

Guidance literature:

With hydrogen iodide; hypophosphorous acid; In acetic acid; at -5 - 20 ℃;

upstream raw materials:

(2S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylic acid 2-methyl 1-(phenylmethyl) ester

pyrrole-2-carboxyl acid

methyl 1-benzyloxycarbonyl-(4S)-phenylseleno-(2S)-pyrrolidinylcarboxylate

1-aminocyclobutane-1-carboxylic acid

Downstream raw materials:

3,4-dehydro-1-(9-fluorenylmethoxycarbonyl)-L-proline

(1S,2S,5R)-6-oxa-3-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid dibenzyl ester

(S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-benzyl ester

(2S,3R,4R)-3-hydroxy-4-methoxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Refernces

• 1、 Rueeger, Heinrich,Benn, M. H.. "The preparation of (S)-3,4-dehydroproline from (2S,4R)-4-hydroxyproline". . p. 2918 - 2920. Retrieved 2007/10/02.