(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Base Information

Chemical Name:(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane
CAS No.:110660-55-4
Molecular Formula:C₁₈H₂₆O₃Se
Molecular Weight:369.363
Hs Code.:

Synonyms:(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Suppliers and Price of (4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Supply Marketing:

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

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Chemical Property of (4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of (4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

There total 8 articles about (4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane 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: 66.0%

: 5707-04-0
Phenylselenyl chloride

: 97039-82-2
(4R,5R)-4-ethyl-2,2-dimethyl-5-(4-oxopentyl)-1,3-dioxolane

: 110660-55-4
(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

: 110659-33-1
5-((4R,5R)-5-Ethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-pentan-2-one

Guidance literature:: (4R,5R)-4-ethyl-2,2-dimethyl-5-(4-oxopentyl)-1,3-dioxolane; With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; for 168h; Heating;

Phenylselenyl chloride; With pyridine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1002/(SICI)1099-0690(199909)1999:9<2167::AID-EJOC2167>3.0.CO;2-L

Reference yield:

: 93929-67-0,133329-60-9,74500-60-0
1-<(t-butyldimethylsilyl)oxy, methyl> 4-idobutane

: 110660-55-4
(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -15 °C

1.2: 92 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 20 °C

2.1: 88 percent / Na / tetrahydrofuran; liquid ammonia / 3 h

3.1: 1,4-bis(9-O-dihydroquinidine)phthalazine; K₃Fe(CN)6; K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 40 h / 0 °C

4.1: 97 percent / pTsOH*H₂O / acetone / 7 h

5.1: 93 percent / Bu₄NF / tetrahydrofuran / 12 h / 20 °C

6.1: 92 percent / PCC; NaOAc / CH₂Cl₂ / 12 h / 20 °C

7.1: TMSCl; Et₃N / dimethylformamide / 168 h / Heating

7.2: 66 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; n-butyllithium; chloro-trimethyl-silane; potassium dioxotetrahydroxoosmate(VI); tetrabutyl ammonium fluoride; sodium acetate; sodium; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; potassium hexacyanoferrate(III); In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; ammonia; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Metallation / 1.2: Alkylation / 2.1: Reduction / 3.1: Oxidation / 4.1: Substitution / 5.1: Desilylation / 6.1: Oxidation / 7.1: Condensation / 7.2: Selenenylation;
DOI:10.1002/(SICI)1099-0690(199909)1999:9<2167::AID-EJOC2167>3.0.CO;2-L

Reference yield:

: 250359-35-4
(4R,5R)-5-ethyl-2,2-dimethyl-4-(4-hydroxypentyl)-1,3-dioxolane

: 110660-55-4
(4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / PCC; NaOAc / CH₂Cl₂ / 12 h / 20 °C

2.1: TMSCl; Et₃N / dimethylformamide / 168 h / Heating

2.2: 66 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

With chloro-trimethyl-silane; sodium acetate; triethylamine; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: Condensation / 2.2: Selenenylation;
DOI:10.1002/(SICI)1099-0690(199909)1999:9<2167::AID-EJOC2167>3.0.CO;2-L