INOPHYLLUM-D

Base Information

• Chemical Name: INOPHYLLUM-D
• CAS No.: 41135-08-4
• Molecular Formula: C25H24O5
• Molecular Weight: 404.45506
• Mol file: 41135-08-4.mol

Synonyms:(2R,3S,4R)-4-Hydroxy-2,3,10,10-tetramethyl-8-phenyl-2H-pyrano[6,5-f]2H-pyrano[6,5-h]chroman-6-one;

Chemical Property of INOPHYLLUM-D

Chemical Property:

• PSA: 68.90000
• LogP: 5.09460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of INOPHYLLUM-D

There total 53 articles about INOPHYLLUM-D 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: 28.0%

(+/-)-Inophyllum C (548-28-7,17312-30-0,17312-31-1,65025-65-2,85552-48-3,85552-49-4) → (10R,11S,12R)-12-Hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-6H,10H-dipyrano[2,3-f;2',3'-h]chromen-2-one (41135-08-4) + (+/-)-Inophyllum B (41135-08-4)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; potassium hydrogen phthalate; In tetrahydrofuran; methanol; for 0.0833333h;

Reference yield: 28.0%

(+/-)-Inophyllum C (548-28-7,17312-30-0,17312-31-1,65025-65-2,85552-48-3,85552-49-4) → (10R,11S,12R)-12-Hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-6H,10H-dipyrano[2,3-f;2',3'-h]chromen-2-one (41135-08-4) + (+/-)-Inophyllum B (41135-08-4)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; potassium hydrogen phthalate; In tetrahydrofuran; methanol; for 0.0833333h;

Reference yield:

(10R,11S)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione (17312-31-1) → (+)-cis-dihydroinophyllolide (41135-07-3,41135-08-4) + NC 127858 (41135-08-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 3h;

DOI:10.1021/jm00078a001

upstream raw materials:

(10R,11S)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione

(10R,11R)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione

3,3-dimethyl acrylaldehyde

(8R,9R)-5-Hydroxy-8,9-dimethyl-4-phenyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione

Downstream raw materials:

(10R,11S)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione

Refernces

• 1、 Sekino, Etsuko,Kumamoto, Takuya,Tanaka, Tomohiro,Ikeda, Tomoko,Ishikawa, Tsutomu. "Concise Synthesis of Anti-HIV-1 Active (+)-Inophyllum B and (+)-Calanolide A by Application of (-)-Quinine-Catalyzed Intramolecular Oxo-Michael Addition". . p. 2760 - 2767. Retrieved 2007/10/03.
• 2、 Patil, Ashok D.,Freyer, Alan J.,Eggleston, Drake S.,Haltiwanger, R. Curtis,Bean, Mark F.,et al.. "The Inophyllums, Novel Inhibitors of HIV-1 Reverse Transcriptase Isolated from the Malaysian Tree, Calophyllum inophyllum Linn". . p. 4131 - 4138. Retrieved 2007/10/02.