N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

Base Information

Chemical Name:N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide
CAS No.:1000051-01-3
Molecular Formula:C₁₃H₁₆N₂O₇S
Molecular Weight:344.345
Hs Code.:

Synonyms:N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

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Chemical Property of N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

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Technology Process of N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

There total 6 articles about N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide 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:

: 1000051-03-5
(3R,5S)-5-[(S)-1-amino-2-hydroxyethyl]-3-methyldihydrofuran-2-one hydrochloride

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 1000051-01-3
N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

Guidance literature:: With triethylamine; In tetrahydrofuran; water; at 0 ℃; for 2h;

Reference yield:

: 127949-92-2
(2R,4E)-6-(benzyloxy)-2-methylhex-4-enoic acid

: 1000051-01-3
N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate; edetate disodium / acetonitrile / 9 h / 0 °C

2: triethylamine / dichloromethane / 3 h / 0 °C

3: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 72 h / 60 °C

4: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; 1,4-dioxane / 6 h / 20 °C

5: triethylamine / tetrahydrofuran; water / 2 h / 0 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; Shi's ketone; palladium 10% on activated carbon; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 1: |Shi Asymmetric Epoxidation;
DOI:10.1016/j.bmc.2013.03.022

Reference yield:

: 1000050-92-9
(4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-methylhex-4-enoyl]-1,3-oxazolidin-2-one

: 1000051-01-3
N-{(1S)-1-[(2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl]-2-hydroxyethyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 16.5 h / 0 - 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate; edetate disodium / acetonitrile / 9 h / 0 °C

3: triethylamine / dichloromethane / 3 h / 0 °C

4: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 72 h / 60 °C

5: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; 1,4-dioxane / 6 h / 20 °C

6: triethylamine / tetrahydrofuran; water / 2 h / 0 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; Shi's ketone; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 2: |Shi Asymmetric Epoxidation;
DOI:10.1016/j.bmc.2013.03.022