(2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide

Base Information

• Chemical Name: (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide
• CAS No.: 1432582-45-0
• Molecular Formula: C₂₉H₃₅Cl₂FN₄O₃
• Molecular Weight: 577.526
• Mol file: 1432582-45-0.mol

Synonyms:

Chemical Property of (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide

There total 4 articles about (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide 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:

(2'R,3'S,4'S,5'R)-6-Chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-1'-((1R,2S)-2-hydroxy-1,2-diphenyl-ethyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid (2-morpholin-4-yl-ethyl)-amide (897365-82-1) + trifluoroacetic acid (76-05-1) → (2′R,3S,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide trifluoroacetic acid (1375747-35-5) + (2′S,3R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide trifluoroacetic acid (1375747-37-7) + (2'S,3S,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide (1432582-19-8) + (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide (1432582-45-0)

Guidance literature:

(2'R,3'S,4'S,5'R)-6-Chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-1'-((1R,2S)-2-hydroxy-1,2-diphenyl-ethyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid (2-morpholin-4-yl-ethyl)-amide; With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1h;

With sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 72h; pH=8;

trifluoroacetic acid; In water; acetonitrile;

DOI:10.1021/ja3125417

Reference yield:

pivalaldehyde (630-19-3) → (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide (1432582-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 70 °C / Molecular sieve

2.1: tetrahydrofuran / 20 °C

3.1: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C

3.2: 72 h / 20 °C / pH 8

With ammonium cerium (IV) nitrate; In tetrahydrofuran; water; toluene; acetonitrile;

DOI:10.1021/ja3125417

Reference yield:

(3S,3'S,4'R,6'R,8'S,8a'R)-6-chloro-8'-(3-chloro-2-fluorophenyl)-6'-neopentyl-3',4'-diphenyl-3',4',8',8a'-tetrahydrospiro[indoline-3,7'-pyrrolo[2,1-c][1,4]oxazine]-1',2(6'H)-dione (897365-81-0) → (2'R,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-(2-morpholinoethyl)-2′-neopentyl-2-oxospiro[indoline-3,3′-pyrrolidine]-5′-carboxamide (1432582-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 °C

2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C

2.2: 72 h / 20 °C / pH 8

With ammonium cerium (IV) nitrate; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/ja3125417

upstream raw materials:

pivalaldehyde

(3E/Z)-6-chloro-3-(3-chloro-2-fluorobenzylidene)-1,3-dihydro-2H-indol-2-one

(2'R,3'S,4'S,5'R)-6-Chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-1'-((1R,2S)-2-hydroxy-1,2-diphenyl-ethyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid (2-morpholin-4-yl-ethyl)-amide

trifluoroacetic acid