1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI)

Base Information

• Chemical Name: 1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI)
• CAS No.: 610323-44-9
• Molecular Formula: C11H20O
• Molecular Weight: 168.28
• Mol file: 610323-44-9.mol

Synonyms:1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI)

Chemical Property of 1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI)

Chemical Property:

• PSA: 12.53000
• LogP: 2.84760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI)

There total 4 articles about 1-Oxaspiro[2.5]octane,7-methyl-4-(1-methylethyl)-,(3R,4S,7R)-(9CI) 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:

(1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane (119433-76-0) → (1R,4S,7R)-4-isopropyl-7-methyl-1-oxa-spiro[2.5]octane (610323-44-9) + (1S,4S,7R)-4-isopropyl-7-methyl-1-oxaspiro[2.5]octane (184178-86-7)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(03)00488-9

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + trimethylsulphonium iodide (2181-42-2) → (1R,4S,7R)-4-isopropyl-7-methyl-1-oxa-spiro[2.5]octane (610323-44-9) + (1S,4S,7R)-4-isopropyl-7-methyl-1-oxaspiro[2.5]octane (184178-86-7)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 2h;

(2R,5S)-menthone; In dimethyl sulfoxide; at 20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(03)00488-9

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → (1R,4S,7R)-4-isopropyl-7-methyl-1-oxa-spiro[2.5]octane (610323-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaNH₂ / tetrahydrofuran / 3 h / 0 °C

2: m-CPBA; NaHCO₃ / CH₂Cl₂; H₂O / 4 h / 20 °C

With sodium hydrogencarbonate; sodium amide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; 1: Wittig reaction;

DOI:10.1016/S0957-4166(03)00488-9

upstream raw materials:

(2R,5S)-menthone

trimethylsulphonium iodide

(1S,4R)-1-isopropyl-4-methyl-2-methylene-cyclohexane