CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester
• CAS No.: 957121-35-6
• Molecular Formula: C₂₆H₃₅N₃O₄Si
• Molecular Weight: 481.667
• Mol file: 957121-35-6.mol

Synonyms:CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester

Chemical Property of CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester

Chemical Property:

• Boiling Point: 577.5±50.0 °C(Predicted)
• PKA: 13.77±0.20(Predicted)
• PSA: 80.76000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 5.26210

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester

There total 13 articles about CarbaMic acid, N-[(2S)-1,1',2',3-tetrahydro-2'-oxo-1'-[[2-(triMethylsilyl)ethoxy]Methyl]spiro[2H-indene-2,3'-[3H]pyrrolo[2,3-b]pyridin]-5-yl]-, 1,1-diMethylethyl ester 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-butyl (+/-)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (1033608-31-9) → tert-butyl (S)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (957121-35-6) + tert-butyl (R)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (957121-34-5)

Guidance literature:

With CHIRALPAK AD; In ethanol; Resolution of racemate;

Reference yield:

5-amino-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one (879132-50-0,879132-51-1,939384-55-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (S)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (957121-35-6) + tert-butyl (R)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (957121-34-5)

Guidance literature:

In chloroform; for 17h; Heating / reflux;

Reference yield:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (879132-46-4) → tert-butyl (S)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate (957121-35-6)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridinium hydrobromide perbromide / 1,4-dioxane / 1.5 h / 20 °C

2: ammonium chloride; zinc / tetrahydrofuran; water / 3 h

3: caesium carbonate / N,N-dimethyl-formamide / 18.08 h

4: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 760.05 Torr

5: chloroform / 17 h / Heating / reflux

6: Resolution of racemate

With hydrogen; pyridinium hydrobromide perbromide; ammonium chloride; caesium carbonate; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

5-amino-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

di-tert-butyl dicarbonate

tert-butyl (+/-)-(2'-oxo-1'-{[2-(trimethylsilyl)ethoxy]methyl}-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine