(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

Base Information

Chemical Name:(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester
CAS No.:728895-90-7
Molecular Formula:C₃₆H₄₂N₂O₁₀
Molecular Weight:662.737
Hs Code.:

(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

Synonyms:(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

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Chemical Property of (4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

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Technology Process of (4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

There total 9 articles about (4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester 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: 96.0%

: 728895-85-0
3-Methoxy-benzoic acid (2S,8S,8aR)-2-hydroxy-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-8-yl ester

: (4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

: 728895-90-7
(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 24h;
DOI:10.1016/j.bmcl.2004.04.060

Reference yield:

: 135042-17-0
(2R,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

: 728895-90-7
(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / imidazole / dimethylformamide

2: 100 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

3: 90 percent / SO₃*Py; Et₃N; DMSO / CH₂Cl₂ / 1 h / 0 °C

4: 80 percent / tetrahydrofuran / 4 h / -78 °C

5: 85 percent / Et₃N; DMAP / CH₂Cl₂

6: TFA / CH₂Cl₂ / 1 h / 0 °C

7: Et₃N; DMAP / CH₂Cl₂

8: 90 percent / Cl₂Ru=CHPh(PCy₃)2 / CH₂Cl₂

9: 75 percent / aq. K₂CO₃ / tetrahydrofuran / 1 h

10: DIC; DMAP / CH₂Cl₂ / 24 h

11: HF*Py / acetonitrile

12: 96 percent / EDC*HCl; DMAP / CH₂Cl₂ / 24 h

With 1H-imidazole; dmap; Grubbs catalyst first generation; lithium borohydride; pyridine-SO₃ complex; potassium carbonate; pyridine hydrogenfluoride; dimethyl sulfoxide; dacarbazine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Grignard reaction;
DOI:10.1016/j.bmcl.2004.04.060

Reference yield:

: Acetic acid 1-((2R,4S)-4-triisopropylsilanyloxy-pyrrolidin-2-yl)-allyl ester

: 728895-90-7
(4S,5R)-2-(4-Methoxy-phenyl)-4-(2-methyl-propenyl)-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[(2S,8S,8aR)-8-(3-methoxy-benzoyloxy)-5-oxo-1,2,3,5,8,8a-hexahydro-indolizin-2-yl] ester

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N; DMAP / CH₂Cl₂

2: 90 percent / Cl₂Ru=CHPh(PCy₃)2 / CH₂Cl₂

3: 75 percent / aq. K₂CO₃ / tetrahydrofuran / 1 h

4: DIC; DMAP / CH₂Cl₂ / 24 h

5: HF*Py / acetonitrile

6: 96 percent / EDC*HCl; DMAP / CH₂Cl₂ / 24 h

With dmap; Grubbs catalyst first generation; potassium carbonate; pyridine hydrogenfluoride; dacarbazine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2004.04.060