(+)-[S_S,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal

Base Information

• Chemical Name: (+)-[S_S,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal
• CAS No.: 911381-66-3
• Molecular Formula: C₃₀H₅₂N₂O₅SSi
• Molecular Weight: 580.905

Synonyms:

Chemical Property of (+)-[S_S,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-[S_S,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal

There total 6 articles about (+)-[S_S,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal 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:

(-)-[SS,N(1S),3S,7R]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-2-(3-hydroxy-3-{8-[1-(p-tolyl-sulfonimidoyl)meth-(Z)-ylidene]-1,4-dioxa-spiro[4.5]dec-7-yl}propyl)isoindole-1,3-dione (911381-65-2) → (+)-[SS,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal (911381-66-3)

Guidance literature:

With hydrazine hydrate; In ethanol; at -78 - 20 ℃;

DOI:10.1055/s-2006-942427

Reference yield:

C19H35NO2SSi → (+)-[SS,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal (911381-66-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 0.67 h / -78 - 20 °C

2.1: Me₂NEt; 4-dimethylaminopyridine / CH₂Cl₂ / 20 °C

3.1: 2.09 g / KO-t-Bu; n-BuLi / toluene; hexane / -78 - 20 °C

4.1: n-BuLi / toluene; hexane / 0.25 h / -78 °C

4.2: ClTi(O-i-Pr)3 / toluene; hexane / 1.25 h / -78 - 20 °C

4.3: 81 percent / toluene; hexane; tetrahydrofuran / 0 °C

5.1: 230 mg / aq. hydrazine / ethanol / -78 - 20 °C

With dmap; n-butyllithium; N,N-dimethyl-ethanamine; potassium tert-butylate; hydrazine hydrate; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene;

DOI:10.1055/s-2006-942427

Reference yield:

(+)-[SS,N(1S)]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-(p-tolyl-sulfonimidomethyl)-1,4-dioxa-spiro[4.5]dec-7-ene (911381-59-4) → (+)-[SS,N(1S),4S,4aR,8aS]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-hydroxy-8a-(p-tolyl-sulfonimidoylmethyl)octahydro-quinolin-6-one-ethylene-ketal (911381-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / toluene; hexane / 0.25 h / -78 °C

1.2: ClTi(O-i-Pr)3 / toluene; hexane / 1.25 h / -78 - 20 °C

1.3: 81 percent / toluene; hexane; tetrahydrofuran / 0 °C

2.1: 230 mg / aq. hydrazine / ethanol / -78 - 20 °C

With n-butyllithium; hydrazine hydrate; In ethanol; hexane; toluene;

DOI:10.1055/s-2006-942427

upstream raw materials:

(-)-[S_S,N(1S),3S,7R]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-2-(3-hydroxy-3-{8-[1-(p-tolyl-sulfonimidoyl)meth-(Z)-ylidene]-1,4-dioxa-spiro[4.5]dec-7-yl}propyl)isoindole-1,3-dione

(+)-[S_S,N(1S)]-N-{1-[tert-butyl(dimethyl)silanyloxymethyl]-2-methyl-propyl}-4-(p-tolyl-sulfonimidomethyl)-1,4-dioxa-spiro[4.5]dec-7-ene

cyclohexanedione monoethylene ketal

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