[(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate

Base Information

• Chemical Name: [(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate
• CAS No.: 474958-85-5
• Molecular Formula: C₂₄H₂₆O₄
• Molecular Weight: 378.468
• Mol file: 474958-85-5.mol

Synonyms:[(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate

Chemical Property of [(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate

There total 1 articles about [(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate 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: 73.0%

(E)-3-phenylacrylic acid (140-10-3) + (1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-3-buten-1-ol (473543-39-4) → [(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate (474958-85-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo0259358

Reference yield: 83.0%

[(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate (474958-85-5) → (6R,4'S,5'R)-6-(2',2'-dimethyl-5'-phenyl-[1',3']dioxolan-4'-yl)-5,6-dihydropyran-2-one (163630-06-6)

Guidance literature:

(Chx₃P)2Ru(1,3-Mes₂-tetrahydroimidazol-2-yl)Cl₂; In toluene; at 120 ℃;

DOI:10.1021/jo0259358

Reference yield:

[(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-but-3-enyl]-3-phenyl prop-2-enoate (474958-85-5) → (+)-goniodiol (146236-73-9,96422-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / (Chx₃P)2Ru(1,3-Mes₂-tetrahydroimidazol-2-yl)Cl₂ / toluene / 120 °C

2: 71 percent / aq. HCl / tetrahydrofuran / 20 °C

With hydrogenchloride; (Chx₃P)2Ru(1,3-Mes₂-tetrahydroimidazol-2-yl)Cl₂; In tetrahydrofuran; toluene;

DOI:10.1021/jo0259358

upstream raw materials:

(E)-3-phenylacrylic acid

(1R)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-3-buten-1-ol

Downstream raw materials:

(6R,4'S,5'R)-6-(2',2'-dimethyl-5'-phenyl-[1',3']dioxolan-4'-yl)-5,6-dihydropyran-2-one

(+)-goniodiol