5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

Base Information

Chemical Name:5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole
CAS No.:406684-20-6
Molecular Formula:C₂₁H₂₈N₄O₃S
Molecular Weight:416.544
Hs Code.:

Synonyms:5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

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Chemical Property of 5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

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Technology Process of 5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

There total 23 articles about 5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole 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: 67.0%

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

: 393530-64-8
[2R,6R,2(2'S,3'E)]-2-(1-hydroxy-2-methyl-3-penten-4-yl)-5-methyl-6-ethyl-3,6-dihydropyran

: 406684-20-6
5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

Guidance literature:: 1-Phenyl-1H-tetrazole-5-thiol; [2R,6R,2(2'S,3'E)]-2-(1-hydroxy-2-methyl-3-penten-4-yl)-5-methyl-6-ethyl-3,6-dihydropyran; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.5h;

With ammonium heptamolybdate; dihydrogen peroxide; In ethanol; at 0 ℃; for 3h;
DOI:10.1002/1521-3773(20020104)41:1<176::AID-ANIE176>3.0.CO;2-#

Reference yield:

: C₂₁H₂₈N₄OS

: 406684-20-6
5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

Guidance literature:: With dihydrogen peroxide; In ethanol; water; at 0 - 20 ℃;
DOI:10.1021/ol101103q

Reference yield:

: 125637-07-2,2088-07-5
(R)-3-hydroxy-2-methylpent-1-ene

: 406684-20-6
5-(((S,E)-4-((2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-2-methylpent-3-en-1-yl)sulfonyl)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / NaH / 8 h / 20 °C

2.1: (CH₃)3COCl; N(C₂H₅)3 / diethyl ether / -78 - 0 °C

2.2: 72 percent / tetrahydrofuran; diethyl ether / 8 h / -78 °C

3.1: 72 percent / ((CH₃)3Si)2NNa / tetrahydrofuran / 5 h / -78 - -45 °C

4.1: PhCl₂(CHPh)(P(C₆H₁₁)3)2 / CH₂Cl₂ / 3 h / Heating

4.2: 98 percent / Pb(OCOCH₃)4 / CH₂Cl₂

5.1: CH₃NHOCH₃*HCl; (CH₃)3Al / tetrahydrofuran / 3 h / 0 °C

5.2: 83 percent / tetrahydrofuran / 8 h / 40 °C

6.1: ((CH₃)3Si)2NLi; (C₆H₅)N(OSO₂CF₃)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

6.2: diethyl ether / 1 h / -78 °C

6.3: 75 percent / Li / liquid ammonia; ethanol / 0.17 h / -78 °C

7.1: diisopropyl azodicarboxylate; (C₆H₅)3P / tetrahydrofuran / 0.5 h / 0 °C

7.2: 67 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol / 3 h / 0 °C

With tert-butylhypochlorite; di-isopropyl azodicarboxylate; PhCl₂(CHPh)(P(C₆H₁₁)3)2; trimethylaluminum; sodium hexamethyldisilazane; N,O-dimethylhydroxylamine*hydrochloride; sodium hydride; phenylbis[(trifluoromethyl)sulfonyl]amine; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; 7.1: Mitsunobu reaction;
DOI:10.1002/1521-3773(20020104)41:1<176::AID-ANIE176>3.0.CO;2-#