cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

Base Information

Chemical Name:cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide
CAS No.:81939-89-1
Molecular Formula:C₁₉H₂₃F₃O₃S₂
Molecular Weight:420.517
Hs Code.:

Synonyms:cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

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Chemical Property of cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

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Technology Process of cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

There total 9 articles about cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide 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%

: 81939-88-0
cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-1-mercapto-trans-2-(phenylthio)cyclohexane 3,4-acetonide

: 407-25-0
trifluoroacetic anhydride

: 81939-89-1
cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

Guidance literature:: With pyridine; 1.) O deg C, 2.) room temp., 1 h;
DOI:10.1021/jo00137a018

Reference yield:

: 81939-85-7
β-1,2-epoxy-α-cis-3,4-dihydroxy-trans-3,5-dimethylcyclohexane 3,4-acetonide

: 81939-89-1
cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaH / dimethylformamide / 24 h / 140 °C

2: 87 percent / POCl₃, pyridine / 4 h / 100 °C

3: ethanol / 1.) ethanol, 80 deg C, 1 h, 2.) room temp., overnight

4: H₂O, NaOH / methanol / 3 h / Ambient temperature

5: 89 percent / pyridine / 1.) O deg C, 2.) room temp., 1 h

With pyridine; sodium hydroxide; water; sodium hydride; trichlorophosphate; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00137a018

Reference yield:

: 81939-80-2
cis-3,4-dihydroxy-trans-3,5-dimethylcyclohexene 3,4-acetonide

: 81939-89-1
cis,trans-3,5-dimethyl-trans,trans-3,4-dihydroxy-trans-2-(phenylthio)-1-<(trifluoroacetyl)thio>cyclohexane 3,4-acetonide

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0 - 20 °C

2: 97 percent / NaH / dimethylformamide / 24 h / 140 °C

3: 87 percent / POCl₃, pyridine / 4 h / 100 °C

4: ethanol / 1.) ethanol, 80 deg C, 1 h, 2.) room temp., overnight

5: H₂O, NaOH / methanol / 3 h / Ambient temperature

6: 89 percent / pyridine / 1.) O deg C, 2.) room temp., 1 h

With pyridine; sodium hydroxide; water; sodium hydride; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00137a018