(4R)-4-isopropyltetrahydro-2H-pyran-2-one

Base Information

Chemical Name:(4R)-4-isopropyltetrahydro-2H-pyran-2-one
CAS No.:37147-17-4
Molecular Formula:C8H14O2
Molecular Weight:142.198
Hs Code.:
DSSTox Substance ID:DTXSID80464989
Wikidata:Q82290604

Synonyms:37147-17-4;CTK1B5866;(4R)-4-isopropyltetrahydro-2H-pyran-2-one;DTXSID80464989;(r)-4-(1-methylethyl)tetrahydropyran-2-one

Suppliers and Price of (4R)-4-isopropyltetrahydro-2H-pyran-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R)-4-isopropyltetrahydro-2H-pyran-2-one

Chemical Property:

XLogP3:1.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:142.099379685
Heavy Atom Count:10
Complexity:129

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)C1CCOC(=O)C1
Isomeric SMILES:CC(C)[C@@H]1CCOC(=O)C1

Technology Process of (4R)-4-isopropyltetrahydro-2H-pyran-2-one

There total 1 articles about (4R)-4-isopropyltetrahydro-2H-pyran-2-one 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:

: 1619-28-9
3-isopropyl-cyclopent-2-enone

: 10264-56-9,64847-89-8,93451-74-2,93451-75-3
3-(S)-(2-methylethyl)-cyclopentanone

: 37147-17-4
(4R)-4-(1-methylethyl)tetrahydro-2H-pyran-2-one

: 61949-74-4
(4S)-4-isopropyltetrahydro-2H-pyran-2-one

: (R)-5-isopropyl tetrahydropyran-2-one

Guidance literature:: 3-isopropyl-cyclopent-2-enone; With 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; copper(l) chloride; sodium t-butanolate; polymethylhydrosiloxane; In toluene; at 0 ℃; for 96h;

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; diethyl ether; toluene; for 1h;

With E_. coli expressing cyclopentanone monooxygenase; LB-Ampicillin medium; isopropyl β-D-thiogalactopyranoside; D-glucose; In glycerol; at 30 ℃; for 24h; Further byproducts given. Title compound not separated from byproducts;
DOI:10.1021/jo026605q

Reference yield: 65.2%

: 7766-51-0
4-iodobut-1-ene

: 37147-17-4
(4R)-4-(1-methylethyl)tetrahydro-2H-pyran-2-one

: C₁₂H₂₀O₂

Guidance literature:: (4R)-4-(1-methylethyl)tetrahydro-2H-pyran-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 3h;

4-iodobut-1-ene; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/acs.orglett.9b01100

Reference yield:

: 37147-17-4
(4R)-4-(1-methylethyl)tetrahydro-2H-pyran-2-one

: C₁₉H₂₆O₃

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: sodium hydroxide / methanol; water / 6 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C

With oxalyl dichloride; dimethyl sulfoxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/acs.orglett.9b01100