(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

Base Information

Chemical Name:(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane
CAS No.:924884-83-3
Molecular Formula:C₁₉H₂₆N₄OS
Molecular Weight:358.508
Hs Code.:

Synonyms:(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

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Chemical Property of (S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

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Technology Process of (S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

There total 9 articles about (S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane 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: 94.0%

: 924884-82-2
(1S,6S)-2,2-dimethyl-6-hydroxy-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-cyclohexane

: 924884-83-3
(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

Guidance literature:: With florisil; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.tetasy.2006.11.015

Reference yield:

: 6-hydroxy-2,2-dimethyl-cyclohexanecarboxylic acid methyl ester

: 924884-83-3
(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / N,N-diisopropylethylamine / dimethylformamide / 2.5 h / 80 °C

2: 97 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

3: 8.78 g / I₂; triphenylphosphine; imidazole / tetrahydrofuran / 7 h / 20 °C

4: 77 percent / NaOMe / methanol / 13 h / 60 - 90 °C

5: 95 percent / aq. NaOH / methanol / 7.5 h / 100 °C

6: 3.686 g / NaBH₄ / methanol / 2.5 h / -78 °C

7: 78 percent / diethyl azodicarboxylate; triphenylphosphine / toluene; tetrahydrofuran / 1 h / 20 °C

8: 4.065 g / aq. HCl / methanol / 1.5 h / 60 °C

9: 94 percent / pyridinium chlorochromate; Florisil / CH₂Cl₂ / 6 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; florisil; lithium aluminium tetrahydride; iodine; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetasy.2006.11.015

Reference yield:

: 924884-76-4
(1R,6S)-(+)-2,2-dimethyl-1-hydroxymethyl-6-methoxymethyloxycyclohexane

: 924884-83-3
(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

Guidance literature:: Multi-step reaction with 7 steps

1: 8.78 g / I₂; triphenylphosphine; imidazole / tetrahydrofuran / 7 h / 20 °C

2: 77 percent / NaOMe / methanol / 13 h / 60 - 90 °C

3: 95 percent / aq. NaOH / methanol / 7.5 h / 100 °C

4: 3.686 g / NaBH₄ / methanol / 2.5 h / -78 °C

5: 78 percent / diethyl azodicarboxylate; triphenylphosphine / toluene; tetrahydrofuran / 1 h / 20 °C

6: 4.065 g / aq. HCl / methanol / 1.5 h / 60 °C

7: 94 percent / pyridinium chlorochromate; Florisil / CH₂Cl₂ / 6 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; florisil; iodine; sodium methylate; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2006.11.015