(S)-(-)-1-phenyl-1-heptanol acetate

Base Information

• Chemical Name: (S)-(-)-1-phenyl-1-heptanol acetate
• CAS No.: 131223-58-0
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 131223-58-0.mol

Synonyms:

Chemical Property of (S)-(-)-1-phenyl-1-heptanol acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-1-phenyl-1-heptanol acetate

There total 11 articles about (S)-(-)-1-phenyl-1-heptanol 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: 84.0%

Isopropenyl acetate (108-22-5) + 1-phenylheptan-1-ol (614-54-0) → (S)-(-)-1-phenyl-1-heptanol acetate (131223-58-0,131320-87-1)

Guidance literature:

With dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 30 ℃; for 144h; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Inert atmosphere;

DOI:10.1039/c0ob00748j

Reference yield: 25.0%

1-phenyl-1-heptanol acetate (131223-58-0) → (R)-1-phenylheptanol (614-54-0,88641-30-9,122210-00-8,89537-69-9) + (S)-(-)-1-phenyl-1-heptanol (614-54-0,89537-69-9,122210-00-8,88641-30-9) + (S)-(-)-1-phenyl-1-heptanol acetate (131223-58-0,131320-87-1) + (R)-(1-phenyl)-1-heptyl acetate

Guidance literature:

With Candida antarctica lipase B mutant WB₂ (W₁₀₄A); water; In aq. phosphate buffer; acetonitrile; at 37 ℃; for 30h; pH=7.5; Reagent/catalyst; enantioselective reaction; Resolution of racemate;

DOI:10.1002/adsc.201800711

Reference yield:

Isopropenyl acetate (108-22-5) + 1-phenylheptan-1-ol (614-54-0) → Heptanophenone (1671-75-6) + (S)-(-)-1-phenyl-1-heptanol acetate (131223-58-0,131320-87-1)

Guidance literature:

With dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 60 ℃; for 26h; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Inert atmosphere;

DOI:10.1039/c0ob00748j

upstream raw materials:

Heptanophenone

vinyl acetate

1-phenylheptan-1-ol

Isopropenyl acetate

Downstream raw materials:

(R)-1-phenylheptanol

(S)-(-)-1-phenyl-1-heptanol acetate

(S)-(-)-1-phenyl-1-heptanol

Refernces

• 1、 Hoang, Hai Nam,Matsuda, Tomoko. "Expanding substrate scope of lipase-catalyzed transesterification by the utilization of liquid carbon dioxide". . p. 7229 - 7234. Retrieved 2016/10/26.
• 2、 Engstroem, Karin,Vallin, Michaela,Syren, Per-Olof,Hult, Karl,Baeckvall, Jan-E.. "Mutated variant of Candida antarctica lipase B in (S)-selective dynamic kinetic resolution of secondary alcohols". supporting information; experimental part. p. 81 - 82. Retrieved 2011/02/23.