(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

Base Information

Chemical Name:(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate
CAS No.:1336884-41-3
Molecular Formula:C₃₁H₃₁N₃O₆
Molecular Weight:541.604
Hs Code.:

Synonyms:(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

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Chemical Property of (+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

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Technology Process of (+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

There total 10 articles about (+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-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: 69.0%

: 1336882-47-3
methyl 6-formylphenazine-1-carboxylate

: 359862-14-9
(R)-(-)-4-benzyl-3-hexanoyloxazolidin-2-one

: 1336884-41-3
(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

Guidance literature:: (R)-(-)-4-benzyl-3-hexanoyloxazolidin-2-one; With triethylamine; magnesium chloride; In ethyl acetate; at 20 ℃; for 0.25h;

methyl 6-formylphenazine-1-carboxylate; With chloro-trimethyl-silane; In ethyl acetate; at 20 ℃; for 6h;

With trifluoroacetic acid; In methanol; for 0.166667h; stereoselective reaction;
DOI:10.1021/ol202005u

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1336884-41-3
(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / -78 °C

1.2: 0.5 h / -78 °C

2.1: triethylamine; magnesium chloride / ethyl acetate / 0.25 h / 20 °C

2.2: 6 h / 20 °C

2.3: 0.17 h

With n-butyllithium; triethylamine; magnesium chloride; In tetrahydrofuran; hexanes; ethyl acetate;
DOI:10.1021/ol202005u

Reference yield:

: 142-61-0
Hexanoyl chloride

: 1336884-41-3
(+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.12 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: triethylamine; magnesium chloride / ethyl acetate / 0.25 h / 20 °C

2.2: 6 h / 20 °C

2.3: 0.17 h

With n-butyllithium; triethylamine; magnesium chloride; In tetrahydrofuran; hexanes; ethyl acetate;
DOI:10.1021/ol202005u