(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

Base Information

Chemical Name:(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan
CAS No.:88204-59-5
Molecular Formula:C₂₉H₄₁NO₄SSi
Molecular Weight:527.8
Hs Code.:

(-)-4(S)-<2'-<N-<<(β-trimethylsilyl)ethoxy>methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

Synonyms:(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

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Chemical Property of (-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

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Technology Process of (-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

There total 17 articles about (-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan 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: 80.0%

: 91053-92-8
(-)-4(S)-<2-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfenyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

: 88204-59-5
(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

Guidance literature:: With diphenyl diselenide; dihydrogen peroxide; In diethyl ether; dichloromethane; 1. 1 h with cooling 2. 6 h without cooling;
DOI:10.1021/jo00193a014

Reference yield:

: 32821-68-4,103957-83-1
3-ethyl-tetrahydro-pyran-2-one

: 88204-59-5
(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

Guidance literature:: Multi-step reaction with 15 steps

1: 100 percent / diisobutylaluminium hydride / toluene / 0.75 h / -78 °C

2: 23 percent / dimethylformamide / 1. 2 h, 60 deg C 2. 90 min, 100 deg C 3. 1 h, 120 deg C

3: 99 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

4: 98 percent / diisobutylaluminium hydride / hexane; toluene / 0.25 h / -5 °C

5: 98 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / Ambient temperature

6: 99 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / Ambient temperature

7: 100 percent / CrO₃-pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

8: 95 percent / CH₂Cl₂ / 7 h / Ambient temperature

9: 100 percent / toluene / 80 h / Heating

10: 65 percent / tetra-n-butylammonium bromide, conc.HCl / CH₂Cl₂ / 6 h / Ambient temperature

11: 29 percent / 2-hydroxypyridine / toluene / 6 h / 110 °C

12: 98 percent / 1 N H₂SO₄ / dioxane / 1 h / 80 °C

13: 1. n-butyl lithium / 1. DME, 0 deg C, 10 min 2. DME, room temperature, 5 min

14: 70 percent / tri-n-butylphosphine / benzene / 3 h / Ambient temperature

15: 80 percent / diphenyl diselenide/H₂O₂ / diethyl ether; CH₂Cl₂ / 1. 1 h with cooling 2. 6 h without cooling

With 1H-imidazole; 2-hydroxypyridin; hydrogenchloride; n-butyllithium; tributylphosphine; chromium trioxide-pyridine complex; sulfuric acid; diphenyl diselenide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; dihydrogen peroxide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00193a014

Reference yield:

: 4-(Ethoxycarbonyl)hexan-1-ol

: 88204-59-5
(-)-4(S)-<2'-methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfonyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan

Guidance literature:: Multi-step reaction with 16 steps

1: 34.0 g / p-TosOH / toluene / 1 h / Heating

2: 100 percent / diisobutylaluminium hydride / toluene / 0.75 h / -78 °C

3: 23 percent / dimethylformamide / 1. 2 h, 60 deg C 2. 90 min, 100 deg C 3. 1 h, 120 deg C

4: 99 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

5: 98 percent / diisobutylaluminium hydride / hexane; toluene / 0.25 h / -5 °C

6: 98 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / Ambient temperature

7: 99 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / Ambient temperature

8: 100 percent / CrO₃-pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

9: 95 percent / CH₂Cl₂ / 7 h / Ambient temperature

10: 100 percent / toluene / 80 h / Heating

11: 65 percent / tetra-n-butylammonium bromide, conc.HCl / CH₂Cl₂ / 6 h / Ambient temperature

12: 29 percent / 2-hydroxypyridine / toluene / 6 h / 110 °C

13: 98 percent / 1 N H₂SO₄ / dioxane / 1 h / 80 °C

14: 1. n-butyl lithium / 1. DME, 0 deg C, 10 min 2. DME, room temperature, 5 min

15: 70 percent / tri-n-butylphosphine / benzene / 3 h / Ambient temperature

16: 80 percent / diphenyl diselenide/H₂O₂ / diethyl ether; CH₂Cl₂ / 1. 1 h with cooling 2. 6 h without cooling

With 1H-imidazole; 2-hydroxypyridin; hydrogenchloride; n-butyllithium; tributylphosphine; chromium trioxide-pyridine complex; sulfuric acid; diphenyl diselenide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; dihydrogen peroxide; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00193a014