(4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

Base Information

• Chemical Name: (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate
• CAS No.: 473543-37-2
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 473543-37-2.mol

Synonyms:(4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

Chemical Property of (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

There total 5 articles about (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate 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: 92.0%

(4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol acetate (473543-36-1) → (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate (473543-37-2)

Guidance literature:

[Rh(1,3-bis(diphenylphosphino)propane)2]BF₄; In xylene; for 22h; Heating;

DOI:10.1071/CH02242

Reference yield:

(4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol (473543-35-0) → (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate (473543-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / pyridine; DMAP / CH₂Cl₂ / 17 h / 18 °C

2: 92 percent / [Rh(dppp)2]⁺*BF₄^- / xylene / 22 h / Heating

With pyridine; dmap; [Rh(1,3-bis(diphenylphosphino)propane)2]BF₄; In dichloromethane; xylene;

DOI:10.1071/CH02242

Reference yield:

(4S-cis)-5-[2'-(hydroxymethyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol (160707-67-5) → (4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate (473543-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / 'precipitated active' manganese dioxide / 1,2-dimethoxy-ethane / 16 h / 18 °C

2: 55 percent / pyridine; DMAP / CH₂Cl₂ / 17 h / 18 °C

3: 92 percent / [Rh(dppp)2]⁺*BF₄^- / xylene / 22 h / Heating

With pyridine; dmap; manganese(IV) oxide; [Rh(1,3-bis(diphenylphosphino)propane)2]BF₄; In 1,2-dimethoxyethane; dichloromethane; xylene;

DOI:10.1071/CH02242

upstream raw materials:

2,2-dimethoxy-propane

Acetic acid (2S,3R)-2,3-dihydroxy-3-phenyl-propyl ester

(4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

(4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol

Downstream raw materials:

((4S,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl)methanol

(4R,5R)-cis-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-carbaldehyde

(+)-goniodiol

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