(S)-(+)-Rolipram

• CAS: 85416-73-5
• Catalog Number: ACM85416735
• Category: Chiral Molecules
• Molecular Weight: 275.34
• Molecular Formula: C16H21NO3
• Synonyms: (4S)-(3-(Cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one
• IUPAC Name: (4S)-4-(3-Cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
• Canonical SMILES: COC1=C(C=C(C=C1)C2CC(=O)NC2)OC3CCCC3
• InChI: InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)/t12-/m1/s1
• InChI Key: HJORMJIFDVBMOB-GFCCVEGCSA-N
• Boiling Point: 472.7±45.0 °C/760 mmHg
• Flash Point: 239.7±28.7 °C
• Density: 1.2±0.1 g/cm3
• Storage: Sealed in dry,store in freezer, under -20 °C
• Complexity: 341
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Exact Mass: 275.15214353
• Heavy Atom Count: 20
• Isomeric SMILES: COC1=C(C=C(C=C1)[C@@H]2CC(=O)NC2)OC3CCCC3
• Monoisotopic Mass: 275.15214353
• Physical State: Solid
• Refractive Index: 1.552
• Topological Polar Surface Area: 47.6 Ų

Synthetic Use

Upstream Synthesis Route 1

• 1001860-35-0

• 85416-73-5

Reference: [1] Angewandte Chemie - International Edition, 2007, vol. 46, # 44, p. 8431 - 8435

Upstream Synthesis Route 2

• 959799-63-4

• 85416-73-5

Reference: [1] Tetrahedron Letters, 2011, vol. 52, # 7, p. 830 - 833

Upstream Synthesis Route 3

• 67387-76-2

• 85416-73-5

Reference: [1] Journal of the American Chemical Society, 2002, vol. 124, # 44, p. 13097 - 13105

Upstream Synthesis Route 4

• 141099-45-8

• 85416-75-7
• 85416-73-5

Reference: [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 3274 - 3277

Downstream Synthesis Route 1

• 589-15-1
• 85416-73-5

• 146426-62-2

Reference: [1]Baures, Paul W.; Eggleston, Drake S.; Erhard, Karl F.; Cieslinski, Lenora B.; Torphy, Theodore J.; Christensen, Siegfried B.
[Journal of Medicinal Chemistry, 1993, vol. 36, # 22, p. 3274 - 3277]

* For details of the synthesis route, please refer to the original source to ensure accuracy.