2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

Base Information

Chemical Name:2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester
CAS No.:929198-15-2
Molecular Formula:C₂₈H₂₄N₂O₉S
Molecular Weight:564.573
Hs Code.:

2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2<i>H</i>-3-oxa-6-aza-<i>as</i>-indacene-1-carboxylic acid methyl ester

Synonyms:2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

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Chemical Property of 2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

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Technology Process of 2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

There total 16 articles about 2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl 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: 78.0%

: 2-benzo[1,3]dioxol-5-yl-8-(2-nitro-vinyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

: 929198-15-2
2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; In chloroform; isopropyl alcohol; for 2h;
DOI:10.1002/ejoc.200600922

Reference yield:

: 850888-88-9
N-(4-hydroxy-5,8-dihydro-naphthalen-1-yl)-4-methyl-benzenesulfonamide

: 929198-15-2
2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 94 percent / Et₃N / tetrahydrofuran / 24 h / 20 °C

2.1: osmium tetroxide; N-methylmorpholine-N-oxide / tetrahydrofuran; H₂O / 72 h

2.2: NaIO₄ / tetrahydrofuran; H₂O / 4 h

2.3: 80 percent / conc. sulfuric acid / tetrahydrofuran

3.1: NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 3.5 h / 20 °C

4.1: 3.22 g / methanol; benzene / 20 °C

5.1: 76 percent / dicyclohexyliodoborane; Et₃N / CCl₄ / 24 h / 20 °C

6.1: 70 percent / DIBAL / tetrahydrofuran / 20 °C

7.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h

8.1: Oxone / dimethylformamide / 3 h

9.1: 178 mg / benzene; methanol / 0.08 h

10.1: 83 percent / NH₄Cl; magnesium / methanol; tetrahydrofuran / 3 h

11.1: 67 percent / TFA / CH₂Cl₂ / 24 h / 0 - 20 °C

12.1: 84 percent / Et₃N / dimethylformamide / 18 h / 20 °C

13.1: 78 percent / NaBH₄ / CHCl₃; propan-2-ol / 2 h

With Oxone; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; osmium(VIII) oxide; B-iododicyclohexylborane; diisobutylaluminium hydride; ammonium chloride; Dess-Martin periodane; magnesium; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene; 7.1: Dess-Martin oxidation;
DOI:10.1002/ejoc.200600922

Reference yield:

: 929198-17-4
2-benzo[1,3]dioxol-5-yl-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

: 929198-15-2
2-benzo[1,3]dioxol-5-yl-8-(2-nitro-ethyl)-6-(toluene-4-sulfonyl)-1,6-dihydro-2H-3-oxa-6-aza-as-indacene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / TFA / CH₂Cl₂ / 24 h / 0 - 20 °C

2: 84 percent / Et₃N / dimethylformamide / 18 h / 20 °C

3: 78 percent / NaBH₄ / CHCl₃; propan-2-ol / 2 h

With sodium tetrahydroborate; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1002/ejoc.200600922