(R)-3,4-dihydro-2-phenyl-2H-1-benzopyran

Base Information

• Chemical Name: (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran
• CAS No.: 1132755-87-3
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.276
• Mol file: 1132755-87-3.mol

Synonyms:(R)-3,4-dihydro-2-phenyl-2H-1-benzopyran

Chemical Property of (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran

There total 19 articles about (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran 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: 85.0%

(S)-2-(3-hydroxy-3-phenylpropyl)phenol → (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran (1132755-87-3)

Guidance literature:

With hypophosphorous acid; In hexane; water; 1,2-dichloro-ethane; at 100 ℃; for 24h; enantiospecific reaction;

DOI:10.1021/acscatal.9b03458

Reference yield: 71.0%

(2S,3R)-2-phenyl-3-(phenylthio)chromane → (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran (1132755-87-3)

Guidance literature:

(2S,3R)-2-phenyl-3-(phenylthio)chromane; With nickel(II) chloride hexahydrate; In isopropyl alcohol; at 5 ℃; Schlenk technique; Inert atmosphere; Heating;

With sodium tetrahydroborate; In ethanol; at 3 ℃; for 4h;

DOI:10.1021/acs.joc.7b00295

Reference yield: 70.0%

(2S,3R)-3-iodo-2-phenylchromane (53700-13-3) → (R)-3,4-dihydro-2-phenyl-2H-1-benzopyran (1132755-87-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 7h;

DOI:10.1021/jacs.8b02607

upstream raw materials:

2-hydroxybromobenzene

(R)-3-iodo-1-phenyl-1-propanol

2-phenyl-4H-chromene

2-phenylchromene

Refernces

• 1、 Biswas, Srijit,Bunrit, Anon,Dahlstrand, Christian,Huang, Genping,Rukkijakan, Thanya,Samec, Joseph S. M.,Srifa, Pemikar,Watile, Rahul A.. "H3PO2-Catalyzed Intramolecular Stereospecific Substitution of the Hydroxyl Group in Enantioenriched Secondary Alcohols by N-, O-, and S-Centered Nucleophiles to Generate Heterocycles". . p. 1344 - 1352. Retrieved 2020/01/31.
• 2、 Orr, Robert K.,Campeau, Louis-Charles,Chobanian, Harry R.,McCabe Dunn, Jamie M.,Pio, Barbara,Plummer, Christopher W.,Nolting, Andrew,Ruck, Rebecca T.. "A Modular Synthesis of 2-Alkyl- and 2-Arylchromans via a Three-Step Sequence". . p. 657 - 666. Retrieved 2017/01/28.