N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

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Chemical Name:N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide
CAS No.:136006-74-1
Molecular Formula:C₂₇H₄₁NO₅
Molecular Weight:459.626
Hs Code.:

Synonyms:N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

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Chemical Property of N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

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Technology Process of N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

There total 13 articles about N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide 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: 73.0%

: 136007-89-1
4(R)-(tert-butyldiphenylsiloxy)-6(S)-<<2,4-dimethyl-6-phenoxy>methyl>tetrahydropyran-2-one

: 136006-74-1
N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/jm00114a004

Reference yield:

: 20654-46-0
2,2-dimethylbutyronitrile

: 136006-74-1
N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

Guidance literature:: Multi-step reaction with 2 steps

1: 490 mg / 48percent aq. HF / 50 h / 25 °C

2: 73 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

With hydrogen fluoride; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1021/jm00114a004

Reference yield:

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

: 136006-74-1
N-{(R)-Cyclohexyl-[2-((2S,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-ylmethoxy)-3,5-dimethyl-phenyl]-methyl}-2,2-dimethyl-butyramide

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: 490 mg / 48percent aq. HF / 50 h / 25 °C

7: 73 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

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