2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(9CI)

Base Information

• Chemical Name: 2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(9CI)
• CAS No.: 241126-55-6
• Molecular Formula: C8H12 O3
• Molecular Weight: 156.181
• Mol file: 241126-55-6.mol

Synonyms:2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(9CI)

Chemical Property of 2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(9CI)

Chemical Property:

• PSA: 35.53000
• LogP: 0.89460

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(9CI)

There total 6 articles about 2H-Pyran-2-carboxylicacid,3,6-dihydro-4-methyl-,methylester,(2S)-(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: 56.0%

methanol (67-56-1) + (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid (S)-phenylglycinol amide (241126-54-5) → (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid methyl ester (241126-55-6)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 18h; Heating;

DOI:10.1021/jf981245m

Reference yield: 9.0%

Methyl glyoxylate (922-68-9) + isoprene (78-79-5,9003-31-0) → (R)-4-Methyl-3,6-dihydro-2H-pyran-2-carboxylic acid methyl ester + (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid methyl ester (241126-55-6) + 2-Hydroxy-4-methylene-hex-5-enoic acid methyl ester

Guidance literature:

trimethylaluminum; (S)-[1,1']-binaphthalenyl-2,2'-diol; In dichloromethane; toluene; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -78 deg C, 2 h, 2.) r.t., 18 h;

DOI:10.1039/CC9960002373

Reference yield:

3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid (19353-25-4) → (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid methyl ester (241126-55-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / SOCl₂

2: 25 percent

3: 56 percent / H₂SO₄ / tetrahydrofuran / 18 h / Heating

With thionyl chloride; sulfuric acid; In tetrahydrofuran; 1: Substitution / 2: Condensation / 3: Substitution;

DOI:10.1021/jf981245m

upstream raw materials:

Methyl glyoxylate

isoprene

methanol

(S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid (S)-phenylglycinol amide

Downstream raw materials:

(2S,4R)-4-methyl-2-(2-methyl-1-propenyl)tetrahydropyran

Refernces

• 1、 Wuest, Matthias,Reindl, Juergen,Fuchs, Sabine,Beck, Thomas,Mosandl, Armin. "Structure elucidation, enantioselective analysis, and biogenesis of nerol oxide in Pelargonium species". . p. 3145 - 3150. Retrieved 2007/10/03.