(1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate

Base Information

• Chemical Name: (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate
• CAS No.: 1194654-09-5
• Molecular Formula: C₃₀H₂₇NO₄
• Molecular Weight: 465.549
• Mol file: 1194654-09-5.mol

Synonyms:(1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate

Chemical Property of (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate

There total 2 articles about (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate 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: 71.0%

3-phenyl-propionaldehyde (104-53-0) + (2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester (21728-28-9) → (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate (1194654-09-5)

Guidance literature:

(2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester; With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In chloroform; at 20 ℃; for 0.0333333h;

3-phenyl-propionaldehyde; In chloroform; at 20 ℃; enantioselective reaction;

DOI:10.1002/anie.201209581

Reference yield: 65.0%

3-phenyl-propionaldehyde (104-53-0) + (E)-(2-oxo-1,2-dihydroindol-3-ylidene)acetic acid ethyl ester (21728-28-9,67502-96-9) + 3-phenyl-propenal (104-55-2) → (1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate (1194654-09-5)

Guidance literature:

3-phenyl-propionaldehyde; With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid; In toluene; at 20 ℃; for 0.0833333h;

(E)-(2-oxo-1,2-dihydroindol-3-ylidene)acetic acid ethyl ester; 3-phenyl-propenal; In toluene; at 40 ℃; for 48h; optical yield given as %de; enantioselective reaction;

DOI:10.1002/anie.200903192

Reference yield: 57.0%

(1S,2R,5S,6R)-ethyl 5-benzyl-3-formyl-2'-oxo-2-phenylspiro[cyclohex[3]ene-1,3'-indoline]-6-carboxylate (1194654-09-5) → C30H29NO4 (1194654-20-0)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 1.08333h; optical yield given as %ee;

DOI:10.1002/anie.200903192

upstream raw materials:

3-phenyl-propionaldehyde

(E)-(2-oxo-1,2-dihydroindol-3-ylidene)acetic acid ethyl ester

3-phenyl-propenal

(2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester

Downstream raw materials:

C₃₀H₂₉NO₄