(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one
CAS No.:136034-09-8
Molecular Formula:C₂₁H₂₉ClO₄
Molecular Weight:380.912
Hs Code.:

Synonyms:(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

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Chemical Property of (4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

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Technology Process of (4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

There total 11 articles about (4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one 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:

: 136008-04-3
4(R)-(tert-butyldiphenylsiloxy)-6(S)-<<2,4-dimethyl-6-cyclohexylchloromethyl)phenoxy>methyl>tetrahydropyran-2-one

: 136034-09-8
(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jm00114a004

Reference yield:

: 110772-23-1
[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-methanol

: 136034-09-8
(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

2: 90 percent / NaI / acetone / 24 h / Heating

3: 74 percent / K₂CO₃ / dimethylsulfoxide / 60 °C

4: 76 percent / glacial acetic acid / tetrahydrofuran / Heating

5: tetra-n-butylammonium iodide, N-iodosuccinimide / CH₂Cl₂ / 20 h / Ambient temperature

6: 74 percent / α,α-dimethylbutanoyl chloride, DMAP, pyridine / CH2Cl2 / 1 h / 25 °C

7: (n-Bu)4NF*3H₂O, AcOH / tetrahydrofuran / 0 °C

With pyridine; dmap; N-iodo-succinimide; 2,2-dimethylbutanoyl chloride; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/jm00114a004

Reference yield:

: 136007-80-2
1-<(cyclohexylcarbonyl)oxy>-2,4-dimethylbenzene

: 136034-09-8
(4R,6S)-6-[2-(Chloro-cyclohexyl-methyl)-4,6-dimethyl-phenoxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: AlCl₃ / 1 h / 150 °C

2: 88 percent / NaBH₄ / H₂O / 0.5 h / 20 °C

3: 74 percent / K₂CO₃ / dimethylsulfoxide / 60 °C

4: 76 percent / glacial acetic acid / tetrahydrofuran / Heating

5: tetra-n-butylammonium iodide, N-iodosuccinimide / CH₂Cl₂ / 20 h / Ambient temperature

6: 74 percent / α,α-dimethylbutanoyl chloride, DMAP, pyridine / CH2Cl2 / 1 h / 25 °C

7: (n-Bu)4NF*3H₂O, AcOH / tetrahydrofuran / 0 °C

With pyridine; dmap; sodium tetrahydroborate; N-iodo-succinimide; aluminium trichloride; 2,2-dimethylbutanoyl chloride; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jm00114a004