(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:498563-48-7
Molecular Formula:C₄₉H₅₅N₅O₁₂
Molecular Weight:906.002
Hs Code.:

(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Synonyms:(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 10 articles about (S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl 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:

: 20780-78-3
7-iodoisatin

: 498563-48-7
(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiHMDS; DMPU / dimethylformamide / 0 °C

2: 90 percent / K₂CO₃ / Pd(dppf)Cl₂ / 1,2-dimethoxy-ethane; H₂O / Heating

3: LiOH / tetrahydrofuran; H₂O / 0 °C

4: HOAt; EDCI; NMM / CH₂Cl₂ / 4 h / 0 °C

With 4-methyl-morpholine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 1: Julia olefination / 2: Suzuki coupling;
DOI:10.1021/ol0272545

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 498563-48-7
(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / DIAD; PPh₃ / tetrahydrofuran / 20 °C

2: 95 percent / CaCl₂; NaBH₄ / tetrahydrofuran / 0 °C

3: p-toluenesulfonic acid / CH₂Cl₂ / 20 °C

4: Mo₇O₂₄(NH₄)6*4H₂O; H₂O₂ / ethanol

5: LiHMDS; DMPU / dimethylformamide / 0 °C

6: 90 percent / K₂CO₃ / Pd(dppf)Cl₂ / 1,2-dimethoxy-ethane; H₂O / Heating

7: LiOH / tetrahydrofuran; H₂O / 0 °C

8: HOAt; EDCI; NMM / CH₂Cl₂ / 4 h / 0 °C

With 4-methyl-morpholine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; ammonium molybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; calcium chloride; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 5: Julia olefination / 6: Suzuki coupling;
DOI:10.1021/ol0272545

Reference yield:

: (R)-4-(Benzothiazol-2-ylsulfanylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 498563-48-7
(S)-4-[7-{5-[(S)-2-((S)-1-Benzyloxycarbonyl-2-carbamoyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-ethyl]-2-methoxymethoxy-phenyl}-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Mo₇O₂₄(NH₄)6*4H₂O; H₂O₂ / ethanol

2: LiHMDS; DMPU / dimethylformamide / 0 °C

3: 90 percent / K₂CO₃ / Pd(dppf)Cl₂ / 1,2-dimethoxy-ethane; H₂O / Heating

4: LiOH / tetrahydrofuran; H₂O / 0 °C

5: HOAt; EDCI; NMM / CH₂Cl₂ / 4 h / 0 °C

With 4-methyl-morpholine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; ammonium molybdate tetrahydrate; dihydrogen peroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 2: Julia olefination / 3: Suzuki coupling;
DOI:10.1021/ol0272545