1H-Indole-1-carboxylic acid, 2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon yl]amino]methyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:1H-Indole-1-carboxylic acid, 2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon yl]amino]methyl]-, 1,1-dimethylethyl ester
CAS No.:585571-84-2
Molecular Formula:C29H33ClN2O5
Molecular Weight:525.044
Hs Code.:

1H-Indole-1-carboxylic acid,
2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon
yl]amino]methyl]-, 1,1-dimethylethyl ester

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Chemical Property of 1H-Indole-1-carboxylic acid, 2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon yl]amino]methyl]-, 1,1-dimethylethyl ester

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Technology Process of 1H-Indole-1-carboxylic acid, 2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon yl]amino]methyl]-, 1,1-dimethylethyl ester

There total 5 articles about 1H-Indole-1-carboxylic acid, 2-[[[(2E)-4-(4-chlorophenyl)-4-oxo-2-butenyl][(1,1-dimethylethoxy)carbon yl]amino]methyl]-, 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: 96.0%

: 585571-81-9
2-{[tert-butoxycarbonyl-(2,3-dihydroxy-propyl)-amino]-methyl}-indole-1-carboxylic acid tert-butyl ester

: 1777-56-6
4-chlorobenzoylmethylenetriphenylphosphorane

: 585571-84-2
2-({tert-butoxycarbonyl-[4-(4-chloro-phenyl)-4-oxo-but-2-enyl]-amino}-methyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: In toluene; for 20h; Heating;
DOI:10.1021/jo034466m

Reference yield:

: 19005-93-7
1H-indol-2-ylcarboxaldehyde

: 585571-84-2
2-({tert-butoxycarbonyl-[4-(4-chloro-phenyl)-4-oxo-but-2-enyl]-amino}-methyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: MgSO₄ / toluene / 24 h / Heating

2: NaBH₄ / methanol / 0 - 20 °C

3: Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

4: DABCO; K₃Fe(CN)6; K₂CO₃ / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

5: 96 percent / toluene / 20 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; sodium tetrahydroborate; magnesium sulfate; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In methanol; dichloromethane; water; toluene; tert-butyl alcohol; 4: Sharpless dihydroxylation / 5: Wittig reaction;
DOI:10.1021/jo034466m

Reference yield:

: Allyl-[1-(1H-indol-2-yl)-meth-(E)-ylidene]-amine

: 585571-84-2
2-({tert-butoxycarbonyl-[4-(4-chloro-phenyl)-4-oxo-but-2-enyl]-amino}-methyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / methanol / 0 - 20 °C

2: Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: DABCO; K₃Fe(CN)6; K₂CO₃ / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

4: 96 percent / toluene / 20 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; sodium tetrahydroborate; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In methanol; dichloromethane; water; toluene; tert-butyl alcohol; 3: Sharpless dihydroxylation / 4: Wittig reaction;
DOI:10.1021/jo034466m