(6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide

Base Information

• Chemical Name: (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide
• CAS No.: 122888-33-9
• Molecular Formula: C₃₃H₄₇N₅O₂Si
• Molecular Weight: 573.854
• Mol file: 122888-33-9.mol

Synonyms:

Chemical Property of (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide

There total 3 articles about (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide 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:

tert-butyldimethylsilyl chloride (18162-48-6) → (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide (122888-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / LDA / tetrahydrofuran / -20 deg C to r.t.

2: 1.) tert.-butyllithium / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

With tert.-butyl lithium; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82364-3

Reference yield:

terguride (37686-84-3) → (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide (122888-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / LDA / tetrahydrofuran / -20 deg C to r.t.

2: 1.) tert.-butyllithium / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

With tert.-butyl lithium; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82364-3

Reference yield:

phenyl isocyanate (103-71-9) + 3-[(6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-7-methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea (115087-39-3) → (6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-9-(3,3-diethyl-ureido)-7-methyl-6,6a,7,8,9,10-hexahydro-4H-indolo[4,3-fg]quinoline-10a-carboxylic acid phenylamide (122888-33-9)

Guidance literature:

With tert.-butyl lithium; Yield given. Multistep reaction; 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min;

DOI:10.1016/S0040-4039(00)82364-3

upstream raw materials:

phenyl isocyanate

3-[(6aR,9S,10aR)-4-(tert-Butyl-dimethyl-silanyl)-7-methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea

tert-butyldimethylsilyl chloride

terguride