2-Oxabicyclo[2.2.2]octan-5-ol, 1,3,3-trimethyl-, acetate, (1R,4S,5R)-rel-

Base Information

• Chemical Name: 2-Oxabicyclo[2.2.2]octan-5-ol, 1,3,3-trimethyl-, acetate, (1R,4S,5R)-rel-
• CAS No.: 81781-24-0
• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.289
• Mol file: 81781-24-0.mol

Synonyms:cis-3-acetoxy-1,8-cineole;exo-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-5-ol acetate;(+/-)-exo-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-5-yl acetate;(1RS,3RS,4SR)-3-acetoxycineole;

Chemical Property of 2-Oxabicyclo[2.2.2]octan-5-ol, 1,3,3-trimethyl-, acetate, (1R,4S,5R)-rel-

Chemical Property:

• PSA: 35.53000
• LogP: 2.28570

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxabicyclo[2.2.2]octan-5-ol, 1,3,3-trimethyl-, acetate, (1R,4S,5R)-rel-

There total 2 articles about 2-Oxabicyclo[2.2.2]octan-5-ol, 1,3,3-trimethyl-, acetate, (1R,4S,5R)-rel- 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:

1,8-Cineole (470-82-6) → 1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-one (101221-23-2) + exo-1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-ol acetate (81781-24-0,92999-80-9) + 1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane-5,8-dione (81781-21-7) + 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one (66965-44-4)

Guidance literature:

With chromoyl diacetate; In acetic acid; Yield given. Further byproducts given. Yields of byproduct given; a) 10 deg C, 10 h, b) RT, overnight;

DOI:10.1021/jo00384a023

Reference yield:

1,8-Cineole (470-82-6) + chromyl acetate (4112-22-5) → 1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-one (101221-23-2) + exo-1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-ol acetate (81781-24-0,92999-80-9) + 1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane-5,8-dione (81781-21-7) + 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one (66965-44-4)

Guidance literature:

In acetic acid; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; a) 10 deg C, 10 h, b) RT, overnight;

DOI:10.1021/jo00384a023

Reference yield:

exo-1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-ol acetate (81781-24-0,92999-80-9) → (+)-exo-1,3,3-trimethyl-2-oxabicyclo[2.2.2]oct-5-yl-(S)-α-methoxyphenylacetate

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / porcine liver esterase / aq. phosphate buffer / 12 h / 37 °C / pH 7.00

2: 38 percent / DMAP / CH₂Cl₂ / 16 h / 20 °C

With porcine liver esterase; dmap; In phosphate buffer; dichloromethane;

DOI:10.1016/S0957-4166(02)00313-0

upstream raw materials:

1,8-Cineole

chromyl acetate