(1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one

Base Information

• Chemical Name: (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one
• CAS No.: 183279-60-9
• Molecular Formula: C₅₀H₉₅NO₅Si₃
• Molecular Weight: 874.564

Synonyms:(1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one

Chemical Property of (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one

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Technology Process of (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one

There total 6 articles about (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one (183279-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 1.) TiCl₄, 2.) SbPh₃, Me₃Al / 1.) CH₂Cl₂, -20 deg C, 0.25 h, 2.) CH₂Cl₂, hexanes. -78 deg C, 48 h

With trimethylaluminum; triphenylantimony; titanium tetrachloride; triethylamine; In dichloromethane;

DOI:10.1021/jo961613q

Reference yield:

(3E,5E)-6-(2,2-Dimethyl-[1,3]dioxan-5-yl)-3-methyl-hexa-3,5-dien-2-one (155818-03-4) → (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one (183279-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: SiO₂, H₂O / CH₂Cl₂ / Ambient temperature

2: 100 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 1.) TiCl₄, 2.) SbPh₃, Me₃Al / 1.) CH₂Cl₂, -20 deg C, 0.25 h, 2.) CH₂Cl₂, hexanes. -78 deg C, 48 h

With water; trimethylaluminum; triphenylantimony; silica gel; titanium tetrachloride; triethylamine; In dichloromethane;

DOI:10.1021/jo961613q

Reference yield:

(E)-3-(2,2-Dimethyl-[1,3]dioxan-5-yl)-propenal → (1R,4S)-2-[(1S,2R)-1,3-Dimethyl-4-triisopropylsilanyloxy-2-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-cyclohex-3-enecarbonyl]-4,7,7-trimethyl-2-aza-bicyclo[2.2.1]heptan-3-one (183279-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1: benzene / Heating

2: SiO₂, H₂O / CH₂Cl₂ / Ambient temperature

3: 100 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 1.) TiCl₄, 2.) SbPh₃, Me₃Al / 1.) CH₂Cl₂, -20 deg C, 0.25 h, 2.) CH₂Cl₂, hexanes. -78 deg C, 48 h

With water; trimethylaluminum; triphenylantimony; silica gel; titanium tetrachloride; triethylamine; In dichloromethane; benzene;

DOI:10.1021/jo961613q

upstream raw materials:

(1R,4S)-4,7,7-Trimethyl-2-(2-methyl-acryloyl)-2-aza-bicyclo[2.2.1]heptan-3-one

(3E,5E)-3-Methyl-2,8-bis-triisopropylsilanyloxy-7-triisopropylsilanyloxymethyl-octa-1,3,5-triene

triisopropylsilyl trifluoromethanesulfonate

(3E,5E)-6-(2,2-Dimethyl-[1,3]dioxan-5-yl)-3-methyl-hexa-3,5-dien-2-one

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