(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

Base Information

Chemical Name:(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate
CAS No.:1234379-45-3
Molecular Formula:C₂₄H₂₁N₃O₄
Molecular Weight:415.448
Hs Code.:

Synonyms:(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

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Chemical Property of (R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

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Technology Process of (R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

There total 3 articles about (R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-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:

: 1217-89-6
1-benzylisatin

: 141-97-9
ethyl acetoacetate

: 109-77-3
malononitrile

: (S)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

: 1234379-45-3
(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

Guidance literature:: 1-benzylisatin; malononitrile; With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinu clidin-2-yl)methyl)thiourea; water; In toluene; at 0 ℃; for 0.166667h;

ethyl acetoacetate; In toluene; at 0 ℃; for 15h; Overall yield = 80 percent; Overall yield = 33.3 mg; enantioselective reaction;
DOI:10.1080/00397911.2019.1651866

Reference yield:

: 141-97-9
ethyl acetoacetate

: 59762-59-3
2-(1-benzyl-2-oxo-1,2-dihydro-indol-3-ylidene)malononitrile

: (S)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

: 1234379-45-3
(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

Guidance literature:: With (3ξ,8α,9R)-cinchonan-6',9-diol; In 1,2-dichloro-ethane; at 0 ℃; for 14h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1021/ol1009224

Reference yield:

: 1217-89-6
1-benzylisatin

: 33240-23-2
ethyl 3-((4-methoxyphenyl)amino)but-2-enoate

: 109-77-3
malononitrile

: (S)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

: 1234379-45-3
(R)-ethyl 2′-amino-1-benzyl-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate

Guidance literature:: With 6-hydroxycinchonine; In chloroform; at 10 ℃; for 96h; Overall yield = 36 %; Overall yield = 14.9 mg; enantioselective reaction; Molecular sieve;
DOI:10.1021/acs.joc.6b01598