(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Base Information

Chemical Name:(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate
CAS No.:1333430-40-2
Molecular Formula:C₃₈H₃₇BrN₂O₇
Molecular Weight:713.625
Hs Code.:

Synonyms:(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Suppliers and Price of (2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

There total 4 articles about (2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate 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: 94.0%

: 1333429-62-1
(E)-tert-butyl 2-methyl-3-(3-oxoprop-1-en-1-yl)-1H-indole-1-carboxylate

: C₂₁H₁₈BrNO₄

: di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

: 1333430-40-2
(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Guidance literature:: With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid; In 1,2-dichloro-ethane; at 20 ℃; for 30h; optical yield given as %ee; stereoselective reaction;
DOI:10.1021/ja206517s

Reference yield:

: 5416-80-8
2-methyl-1H-indole-3-carbaldehyde

: di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

: 1333430-40-2
(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap / acetonitrile / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 4 h / 0 °C

3.1: diisobutylaluminium hydride / n-heptane; toluene / 3.33 h / -78 °C

4.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid / 1,2-dichloro-ethane / 30 h / 20 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; dmap; n-butyllithium; diisobutylaluminium hydride; benzoic acid; In tetrahydrofuran; hexane; n-heptane; 1,2-dichloro-ethane; toluene; acetonitrile; 2.1: Wittig reaction / 2.2: Wittig reaction / 4.1: Diels-Alder reaction;
DOI:10.1021/ja206517s

Reference yield:

: 1333429-68-7
C₁₇H₁₈N₂O₂

: di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

: 1333430-40-2
(2S,3S,4S)-di-tert-butyl 2-(4-bromobenzoyl)-2'-oxo-4-(2-oxoethyl)-1,2-dihydrospiro[carbazole-3,3'-indoline]-1',9(4H)-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / n-heptane; toluene / 3.33 h / -78 °C

2: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid / 1,2-dichloro-ethane / 30 h / 20 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; diisobutylaluminium hydride; benzoic acid; In n-heptane; 1,2-dichloro-ethane; toluene; 2: Diels-Alder reaction;
DOI:10.1021/ja206517s