(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:709037-80-9
Molecular Formula:C₄₃H₄₅N₃O₉
Molecular Weight:747.845
Hs Code.:

(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 14 articles about (S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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:

: 31676-49-0
7-iodooxindole

: 709037-80-9
(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 45 percent / Et₃N; MsCl / CH₂Cl₂ / 1.33 h / -75 - -50 °C

2.1: 65 percent / K₂CO₃; [PdCl₂(dppf)]*CH₂Cl₂ / 1,2-dimethoxy-ethane / 5 h / 80 °C

3.1: aq. LiOH / tetrahydrofuran / 2.5 h / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; 2.1: Suzuki coupling;
DOI:10.1021/ja049821k

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 709037-80-9
(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 45 percent / Et₃N; MsCl / CH₂Cl₂ / 1.33 h / -75 - -50 °C

2.1: 65 percent / K₂CO₃; [PdCl₂(dppf)]*CH₂Cl₂ / 1,2-dimethoxy-ethane / 5 h / 80 °C

3.1: aq. LiOH / tetrahydrofuran / 2.5 h / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; 2.1: Suzuki coupling;
DOI:10.1021/ja049821k

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 709037-80-9
(S)-4-[7-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenyl]-2-oxo-1,2-dihydro-indol-(3E)-ylidenemethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Na₂CO₃ / acetone; H₂O / 2 h / 20 °C

2: 100 percent / CsCO₃ / acetone / 4 h

3: 100 percent / I₂; Ag₂SO₄ / methanol / 2 h / 20 °C

4: 91 percent / KOAc; [PdCl(dppf)]*CH₂Cl₂ / 1,2-dimethoxy-ethane / 12 h / 80 °C

5: 65 percent / K₂CO₃; [PdCl₂(dppf)]*CH₂Cl₂ / 1,2-dimethoxy-ethane / 5 h / 80 °C

6: aq. LiOH / tetrahydrofuran / 2.5 h / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; iodine; potassium acetate; sodium carbonate; potassium carbonate; silver sulfate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; acetone; 5: Suzuki coupling;
DOI:10.1021/ja049821k