(S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal

Base Information

• Chemical Name: (S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal
• CAS No.: 112828-12-3
• Molecular Formula: C28H46O2Si
• Molecular Weight: 442.758
• Mol file: 112828-12-3.mol

Synonyms:(S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal

Chemical Property of (S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal

Chemical Property:

• Boiling Point: 502.2±43.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.97±0.1 g/cm3(Predicted)
• LogP: 8.02110

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal

There total 9 articles about (S)-2-((1R,3aS,7aR,E)-4-((E)-2-((S)-5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)propanal 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:

3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10(19)-triene (866453-60-3) → 3(R)-(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5(Z),7(E),10(19)-triene (112828-12-3)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; for 2h; Heating / reflux;

Reference yield:

SO2-adduct of 3(S)-<(tert-butyldimethylsilyl)oxy>-9,10-secoergosta-5,7(E),10(19),22(E)-tetraene (170081-43-3,251445-16-6) → 3(R)-(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5(Z),7(E),10(19)-triene (112828-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ozone; sodium tetrahydroborate / dichloromethane; methanol / 1 h / 20 °C

2.1: sodium carbonate / ethanol / 2 h / 60 °C

2.2: 2 h / 20 °C

With sodium tetrahydroborate; sodium carbonate; ozone; In methanol; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2021.114005

Reference yield:

Calciferol (50-14-6) → 3(R)-(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5(Z),7(E),10(19)-triene (112828-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfur dioxide / toluene; water / 12 h / 20 °C

1.2: 12 h / 20 °C

2.1: ozone; sodium tetrahydroborate / dichloromethane; methanol / 1 h / 20 °C

3.1: sodium carbonate / ethanol / 2 h / 60 °C

3.2: 2 h / 20 °C

With sodium tetrahydroborate; sulfur dioxide; sodium carbonate; ozone; In methanol; ethanol; dichloromethane; water; toluene;

DOI:10.1016/j.ejmech.2021.114005

upstream raw materials:

3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene

3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene

(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol

(7Z)-Vitamin D₂

Downstream raw materials:

20(R),3(R)-(tert-butyldimethylsilyloxy)-20-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10⁽¹⁹⁾-triene

(1S,3R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'ξ-cyclopropyl-3'-hydroxypropyl)-9,10-secopregna-5(E),7(E),10(19)-triene

1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3’-cyclopropyl-3’-oxypropyl)-9,10-secopregna-5(E),7(E),10(19)-triene

20(R)-(3'(R)-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-1(S),3(R)-dihydroxy-9,10-secopregna-5(Z),7(E),10⁽¹⁹⁾-triene