(3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one

Base Information

• Chemical Name: (3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one
• CAS No.: 581799-78-2
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305
• Mol file: 581799-78-2.mol

Synonyms:(3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one

Chemical Property of (3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one

There total 1 articles about (3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one 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: 36.0%

2,3-isopropylidene-glyceraldehyde (15186-48-8) → (3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one (581799-78-2) + (3S,4S,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one

Guidance literature:

With dmap; carbon monoxide; In tetrahydrofuran; for 14h; under 1551.44 Torr; Irradiation;

DOI:10.1021/jo034476n

Reference yield: 59.0%

(3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one (581799-78-2) → (3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-3-phenyl-dihydrofuran-2-one + (1'R,3R,4R)-4-(1',2'-dihydroxy-ethyl)-3-methoxy-3-phenyl-oxetan-2-one

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 3h; Heating;

DOI:10.1021/jo034476n

Reference yield:

(3R,4R,4'R)-4-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-3-methoxy-3-phenyl-oxetan-2-one (581799-78-2) → (3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-3-phenyl-dihydrofuran-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / p-toluenesulfonic acid / methanol / 3 h / Heating

2: 89 percent / SiO₂ / hexane; ethyl acetate / 120 h / 20 °C

With silica gel; toluene-4-sulfonic acid; In methanol; hexane; ethyl acetate;

DOI:10.1021/jo034476n

upstream raw materials:

2,3-isopropylidene-glyceraldehyde