(4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Base Information

• Chemical Name: (4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• CAS No.: 135716-17-5
• Molecular Formula: C₃₇H₅₂O₄Si
• Molecular Weight: 588.903
• Mol file: 135716-17-5.mol

Synonyms:

Chemical Property of (4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

There total 1 articles about (4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-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:

(S)-2-Methyl-butyric acid (1S,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-3-oxo-decahydro-naphthalen-1-yl ester (136491-73-1) → (4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one (135716-17-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; Yield given;

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

Reference yield:

(4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one (135716-17-5) → [(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)

Guidance literature:

Multi-step reaction with 5 steps

1: OsO₄, pyridine

3: DiBAL / toluene / -78 °C

4: KHMDS / toluene

5: H₂ / 10percent Pd-C / methanol

With pyridine; osmium(VIII) oxide; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; palladium on activated charcoal; In methanol; toluene;

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

Reference yield:

(4aR,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one (135716-17-5) → 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 (136491-78-6)

Guidance literature:

Multi-step reaction with 8 steps

1: OsO₄, pyridine

3: DiBAL / toluene / -78 °C

4: KHMDS / toluene

5: H₂ / 10percent Pd-C / methanol

6: Et₃N / CH₂Cl₂ / 0 °C

7: NaN₃ / dimethylformamide / 50 °C

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

With pyridine; osmium(VIII) oxide; sodium azide; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

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

upstream raw materials:

(S)-2-Methyl-butyric acid (1S,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-3-oxo-decahydro-naphthalen-1-yl ester

Downstream raw materials:

(4aS,5S,6S,8aS)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3,4-dihydroxy-6-methyl-octahydro-naphthalen-2-one

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3-methyl-6-propyl-cyclohexylmethyl 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

2,2-Dimethyl-butyric acid (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 ester