[(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester
• CAS No.: 136598-09-9
• Molecular Formula: C₂₈H₅₁NO₅
• Molecular Weight: 481.717
• Mol file: 136598-09-9.mol

Synonyms:[(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

Chemical Property of [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

There total 13 articles about [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester 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: 78.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid (136491-82-2) → [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester (136598-09-9)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1016/0040-4039(91)80587-V

Reference yield:

[(1S,2S,3S,6S)-6-Allyl-2-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-methyl-cyclohexyl]-methanol (135716-19-7) → [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester (136598-09-9)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / 10percent Pd-C / methanol

2: Et₃N / CH₂Cl₂ / 0 °C

3: NaN₃ / dimethylformamide / 50 °C

4: H₂, Et₃N / 10percent Pd-C / ethanol; methanol

5: 76 percent / DMAP / pyridine

6: n-Bu₄NF / tetrahydrofuran

7: 1) Dess-Martin periodinane, 2) 1.0 aq. KMnO₄, 5percent NaH₂PO₄ / t-BuOH, CH₂Cl₂

8: 78 percent / diethyl ether / 0 °C

With dmap; potassium permanganate; sodium dihydrogenphosphate; sodium azide; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(91)80587-V

Reference yield:

[(1S,2S,3S,6R)-2-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-methyl-6-propyl-cyclohexyl]-methanol (135716-23-3) → [(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester (136598-09-9)

Guidance literature:

Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: NaN₃ / dimethylformamide / 50 °C

3: H₂, Et₃N / 10percent Pd-C / ethanol; methanol

4: 76 percent / DMAP / pyridine

5: n-Bu₄NF / tetrahydrofuran

6: 1) Dess-Martin periodinane, 2) 1.0 aq. KMnO₄, 5percent NaH₂PO₄ / t-BuOH, CH₂Cl₂

7: 78 percent / diethyl ether / 0 °C

With dmap; potassium permanganate; sodium dihydrogenphosphate; sodium azide; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(91)80587-V

upstream raw materials:

diazomethane

[(4R,6R)-6-(2-{(1S,2S,3R,6S)-2-[(2,2-Dimethyl-butyrylamino)-methyl]-6-methyl-3-propyl-cyclohexyl}-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid

2,2-dimethylbutanoyl chloride

N-((1S,2S,3S,6R)-2-{2-[(4R,6S)-6-(2-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethyl}-3-methyl-6-propyl-cyclohexylmethyl)-2,2-dimethyl-butyramide

Downstream raw materials:

N-{(1S,2S,3S,6R)-2-[2-((2R,4R)-4-Hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3-methyl-6-propyl-cyclohexylmethyl}-2,2-dimethyl-butyramide