(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

Base Information

Chemical Name:(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane
CAS No.:924884-87-7
Molecular Formula:C₂₁H₃₁NO₂S₂
Molecular Weight:393.615
Hs Code.:

Synonyms:(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

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Chemical Property of (1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

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Technology Process of (1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

There total 7 articles about (1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane 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: 89.0%

: 924884-80-0
(1S,6S)-2,2-dimethyl-1-(3'-hydroxybutyl)-6-methoxymethyloxycyclohexane

: 149-30-4,118090-09-8
2-Mercaptobenzothiazole

: 924884-87-7
(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2006.11.015

Reference yield:

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

: 924884-87-7
(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

Guidance literature:: Multi-step reaction with 7 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: 89 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

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

Reference yield:

: 924884-77-5
(1S,6S)-(+)-2,2-dimethyl-1-iodomethyl-6-methoxymethyloxycyclohexane

: 924884-87-7
(1S,6S)-(+)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfanyl)butyl]-6-methoxymethyloxycyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / NaOMe / methanol / 13 h / 60 - 90 °C

2: 95 percent / aq. NaOH / methanol / 7.5 h / 100 °C

3: 3.686 g / NaBH₄ / methanol / 2.5 h / -78 °C

4: 89 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetasy.2006.11.015