((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone

Base Information

• Chemical Name: ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone
• CAS No.: 133706-01-1
• Molecular Formula: C₂₃H₃₄N₂O₅SSi
• Molecular Weight: 478.685
• Mol file: 133706-01-1.mol

Synonyms:

Chemical Property of ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone

There total 7 articles about ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone 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:

1-nitro-1-phenylmethane (622-42-4) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone (133706-01-1,139491-35-3,139491-55-7,139491-56-8,139491-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / toluene / 0.25 h / Ambient temperature

2: toluene; CH₂Cl₂ / 24 h

With triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(00)80032-4

Reference yield:

benzyl bromide (100-39-0) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone (133706-01-1,139491-35-3,139491-55-7,139491-56-8,139491-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / AgNO₂

2: Et₃N / toluene / 0.25 h / Ambient temperature

3: toluene; CH₂Cl₂ / 24 h

With silver(I) nitrite; triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(00)80032-4

Reference yield:

N-<(4,5-dihydro-3-ethyl-(5R)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam (119897-86-8,133812-00-7) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(3-phenyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone (133706-01-1,139491-35-3,139491-55-7,139491-56-8,139491-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / L-selectride / tetrahydrofuran / 0.33 h / Ambient temperature

2: 1.) NaH, 2.) CuCl / 1.) toluene, RT, 1 h, 2.) toluene, 15 min

3: toluene; CH₂Cl₂ / 24 h

With L-Selectride; sodium hydride; copper(l) chloride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0957-4166(00)80032-4

upstream raw materials:

trimethylsilyl ester of aci-nitrophenylmethane

acrylcamphorsultam

trimethylsilyl phenylmethane nitronate

1-nitro-1-phenylmethane

Downstream raw materials:

((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)((R)-3-phenyl-4,5-dihydroisoxazol-5-yl)methanone

((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)((S)-3-phenyl-4,5-dihydroisoxazol-5-yl)methanone