Boc-beta-cyclohexyl-L-alanine

• CAS: 37736-82-6
• Catalog Number: ACM37736826
• Category: Amino Acids
• Molecular Weight: 271.4
• Molecular Formula: C14H25NO4
• Synonyms: N-(tert-Butoxycarbonyl)-3-cyclohexyl-L-alanine, Boc-β-cyclohexyl-L-alanine, (S)-2-[(tert-Butoxycarbonyl)amino]-3-cyclohexylpropanoic Acid
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC1CCCCC1)C(=O)O
• Boiling Point: 420.4±28.0 ℃at 760 mmHg
• Melting Point: 61.0-65.0 ℃
• Flash Point: 208.1±24.0 ℃
• Density: 1.1±0.1 g/cm³
• Application: Peptide synthesis.
• Color: White to Light yellow
• Exact Mass: 271.178345
• Form: Solid
• Functional Group: Boc
• LogP: 3.69
• PSA: 75.63
• Refractive Index: 1.484
• Storage Conditions: Condition to avoid: air sensitive
• Storage Temperature: 4 ℃
• Type: Unusual Amino Acids, Analogs of Alanine, Glycine, Valine, and Leucine
• Vapor Pressure: 0.0±2.1 mmHg at 25℃
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 13734-34-4

• 37736-82-6

Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 11, p. 1411 - 1414

Upstream Synthesis Route 2

• 24424-99-5
• 25528-71-6

• 37736-82-6

Reference: [1] Journal of Antibiotics, 1996, vol. 49, # 9, p. 909 - 920
[2] Patent: WO2007/117557, 2007, A2, . Location in patent: Page/Page column 91
[3] Patent: US5756763, 1998, A,

Upstream Synthesis Route 3

• 4530-18-1

• 37736-82-6

Reference: [1] Patent: US4495178, 1985, A,

Upstream Synthesis Route 4

• 24424-99-5
• 27527-05-5

• 37736-82-6

Reference: [1]Journal of Organic Chemistry,1988,vol. 53,p. 873 - 875
[2]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 2305 - 2309
[3]Tetrahedron,1992,vol. 48,p. 307 - 318
[4]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 275 - 278

Downstream Synthesis Route 1

• 37736-82-6
• 68838-94-8

• 74814-15-6

Reference: [1]Journal of Medicinal Chemistry,1980,vol. 23,p. 1113 - 1122

Downstream Synthesis Route 2

• 37736-82-6

• 103322-56-1

Reference: [1]Shiosaki, Kazumi; Tasker, Andrew S.; Sullivan, Gerard M.; Sorensen, Bryan K.; Geldern, Thomas W. von; et al.
[Journal of Medicinal Chemistry, 1993, vol. 36, # 4, p. 468 - 478]
[2]Thomas, Sheela A.; Li, Tongmei; Woods, Keith W.; Song, Xiaohong; Packard, Garrick; Fischer, John P.; Diebold, Robert B.; Liu, Xuesong; Shi, Yan; Klinghofer, Vered; Johnson, Eric F.; Bouska, Jennifer J.; Olson, Amanda; Guan, Ran; Magnone, Shayna R.; Marsh, Kennan; Luo, Yan; Rosenberg, Saul H.; Giranda, Vincent L.; Li, Qun
[Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 14, p. 3740 - 3744]
[3]Catalano, John G; Deaton, David N; Furfine, Eric S; Hassell, Annie M; McFadyen, Robert B; Miller, Aaron B; Miller, Larry R; Shewchuk, Lisa M; Willard Jr., Derril H; Wright, Lois L
[Bioorganic and medicinal chemistry letters, 2004, vol. 14, # 1, p. 275 - 278]
[4]Location in patent: scheme or table
Seefeld, Mark A.; Rouse, Meagan B.; McNulty, Kenneth C.; Sun, Lihui; Wang, Jizhou; Yamashita, Dennis S.; Luengo, Juan I.; Zhang, ShuYun; Minthorn, Elisabeth A.; Concha, Nestor O.; Heerding, Dirk A.
[Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 8, p. 2244 - 2248]
[5]Current Patent Assignee: INCYTE CORP - US2013/96144, 2013, A1
Location in patent: Paragraph 0468; 0469

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