(S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate

Base Information

• Chemical Name: (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate
• CAS No.: 1380325-13-2
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 1380325-13-2.mol

Synonyms:(S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate

Chemical Property of (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate

There total 4 articles about (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate 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: 46.0%

vinyl n-butyrate (123-20-6,24991-31-9) + (2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methanol (187931-02-8) → (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methanol (1380325-07-4) + (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate (1380325-13-2)

Guidance literature:

With Candida antarctica lipase B; In hexane; for 1.25h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.tetasy.2012.04.001

Reference yield:

1,3-bis[tert-butyldimethylsilyloxy]-2-phenylpropan-2-ol (1380324-84-4) → (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methanol (1380325-07-4) + (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate (1380325-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2: toluene-4-sulfonic acid; sodium sulfate / 20 °C

3: Candida antarctica lipase B / hexane / 1.25 h / Enzymatic reaction

With Candida antarctica lipase B; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium sulfate; In tetrahydrofuran; hexane;

DOI:10.1016/j.tetasy.2012.04.001

Reference yield:

phenylmagnesium bromide (100-58-3) → (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methanol (1380325-07-4) + (S)-(2,2-dimethyl-4-phenyl-1,3-dioxolan-4-yl)methyl butanoate (1380325-13-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 20 °C

1.2: 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3.1: toluene-4-sulfonic acid; sodium sulfate / 20 °C

4.1: Candida antarctica lipase B / hexane / 1.25 h / Enzymatic reaction

With Candida antarctica lipase B; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium sulfate; In tetrahydrofuran; hexane; 1.1: Grignard reaction;

DOI:10.1016/j.tetasy.2012.04.001

upstream raw materials:

1,3-bis[tert-butyldimethylsilyloxy]-2-phenylpropan-2-ol

vinyl n-butyrate

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

phenylmagnesium bromide