(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:536972-22-2
Molecular Formula:C₄₁H₄₄Cl₃N₃O₇
Molecular Weight:797.175
Hs Code.:

(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 13 articles about (4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-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: 76.0%

: 536972-21-1
(4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,2R)-2-hydroxy-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 3019-71-4
Trichloroacetyl isocyanate

: 536972-22-2
(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm0204587

Reference yield:

: 178032-91-2
3,3a,8,8a-tetrahydro-2H-indeno[2,1-b]furan-2-one

: 536972-22-2
(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: trimethyl aluminum / benzene / 16 h

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3: 92 percent / DIBAL / tetrahydrofuran; hexane / 0.75 h / -78 °C

4: CHCl₃

5: 123.5 mg / KHMDS / tetrahydrofuran; toluene / 0.17 h / 20 °C

6: 76 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

7: 76 percent / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; trimethylaluminum; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; benzene;
DOI:10.1021/jm0204587

Reference yield:

: 31996-70-0
2,2a,7,7a-tetrahydro-cyclobuta[a]inden-1-one

: 536972-22-2
(4S,5S)-4-Benzyl-5-{(S)-2-benzyl-3-oxo-4-[(1R,2R)-2-(2,2,2-trichloro-acetylcarbamoyloxy)-indan-1-yl]-2,3-dihydro-1H-pyrrol-2-ylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 20 °C

1.2: 37 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.1: 95 percent / toluene / 30 h / Heating

3.1: 90 percent / aq. AcOH; H₂O₂ / 20 h / 5 °C

4.1: trimethyl aluminum / benzene / 16 h

5.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 92 percent / DIBAL / tetrahydrofuran; hexane / 0.75 h / -78 °C

7.1: CHCl₃

8.1: 123.5 mg / KHMDS / tetrahydrofuran; toluene / 0.17 h / 20 °C

9.1: 76 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

10.1: 76 percent / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; dihydrogen peroxide; trimethylaluminum; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; benzene; 3.1: Baeyer-Villiger oxidation;
DOI:10.1021/jm0204587