(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

Base Information

Chemical Name:(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate
CAS No.:1369310-54-2
Molecular Formula:C₂₄H₂₆N₂O₆
Molecular Weight:438.48
Hs Code.:

Synonyms:(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

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Chemical Property of (1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

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Technology Process of (1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

There total 4 articles about (1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-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:

: 862907-09-3
tert-butyl 2-oxo-3-(2-oxopropyl)indoline-1-carboxylate

: 102-96-5
(2-nitroethenyl)benzene

: 1369310-55-3
C₂₄H₂₆N₂O₆

: 1369310-54-2
(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

Guidance literature:: With C₃₄H₃₂N₂O₂; In dichloromethane; at 0 ℃; for 2h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol300441z

Reference yield:

: 51956-91-3
3-(2-oxopropyl)indolin-2-one

: 1369310-55-3
C₂₄H₂₆N₂O₆

: 1369310-54-2
(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / dichloromethane / -40 °C

2: C₃₄H₃₂N₂O₂ / dichloromethane / 2 h / 0 °C

With dmap; C₃₄H₃₂N₂O₂; In dichloromethane; 2: Michael-Henry cascade reaction;
DOI:10.1021/ol300441z

Reference yield:

: 6524-20-5
3-(2-oxopropylidene)indolin-2-one

: 1369310-55-3
C₂₄H₂₆N₂O₆

: 1369310-54-2
(1S,2S,3R,4S)-tert-butyl 4-hydroxy-4-methyl-3-nitro-2'-oxo-2-phenylspiro[cyclopentane-1,3'-indoline]-1'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol; water / 1 h

2: dmap / dichloromethane / -40 °C

3: C₃₄H₃₂N₂O₂ / dichloromethane / 2 h / 0 °C

With dmap; C₃₄H₃₂N₂O₂; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; water; 3: Michael-Henry cascade reaction;
DOI:10.1021/ol300441z