[(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

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
• CAS No.: 136491-82-2
• Molecular Formula: C₂₇H₄₉NO₅
• Molecular Weight: 467.69
• Mol file: 136491-82-2.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

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

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

There total 12 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 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:

[(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 (136491-82-2)

Guidance literature:

Multi-step reaction with 6 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

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

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 (136491-82-2)

Guidance literature:

Multi-step reaction with 7 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

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

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

Reference yield:

(4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-octahydro-isochromen-3-ol (136491-76-4) → [(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)

Guidance literature:

Multi-step reaction with 8 steps

1: KHMDS / toluene

2: H₂ / 10percent Pd-C / methanol

3: Et₃N / CH₂Cl₂ / 0 °C

4: NaN₃ / dimethylformamide / 50 °C

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

6: 76 percent / DMAP / pyridine

7: n-Bu₄NF / tetrahydrofuran

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

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

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

upstream raw materials:

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

2,2-dimethylbutanoyl chloride

[(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

C-[(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]-methylamine

Downstream raw materials:

[(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

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

[1S-[1α(βS*,δS*),2β,3α,6α]]-2-[[(2,2-Dimethyl-1-oxobutyl)amino]methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt