(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

Base Information

Chemical Name:(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole
CAS No.:350678-03-4
Molecular Formula:C₂₆H₃₀N₂O₄S
Molecular Weight:466.601
Hs Code.:

Synonyms:(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

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Chemical Property of (3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

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Technology Process of (3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

There total 20 articles about (3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole 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: 100.0%

: 350678-18-1
(3aS,6aS,11aR)-3-tert-butoxycarbonyl-5-trifluoromethanesulfonyloxy-7-(4-methylbenzenesulfonyl)-5-oxo-1,2,3a,4,6a,7-hexahydropyrrolo[2,3-d]carbazole

: 350678-03-4
(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

Guidance literature:: With formic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;
DOI:10.1021/ja029382u

Reference yield: 64.0%

: 350678-02-3
(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-5-oxo-1,2,3a,4,5,6,6a,7-octahydro-pyrrolo[2,3-d]carbazole

: 350678-03-4
(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

Guidance literature:: (3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-5-oxo-1,2,3a,4,5,6,6a,7-octahydro-pyrrolo[2,3-d]carbazole; With N,N-phenylbistrifluoromethane-sulfonimide; potassium hexamethylsilazane;

With palladium diacetate; formic acid; triphenylphosphine; N-ethyl-N,N-diisopropylamine;
DOI:10.1002/1521-3773(20020603)41:11<1934::AID-ANIE1934>3.0.CO;2-F

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 350678-03-4
(3aS,6aS,11bR)-3-tert-butoxycarbonyl-7-(4-methylbenzenesulfonyl)-1,2,3a,4,6a,7-hexahydro-pyrrolo[2,3-d]carbazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3.22 g / Et₃N / dimethylformamide / 1 h / 20 °C

2.1: 77 percent / MnO₂; benzoquinone; AcOH / Pd(OAc)2 / 20 h / 50 °C

3.1: 9-BBN / tetrahydrofuran / 9 h / 50 °C

3.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 4 h / 20 °C

4.1: 87 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 °C

5.1: 63 percent / KHMDS / tetrahydrofuran; toluene / 0.25 h / 20 °C

6.1: 100 percent / PPh₃; HCO₂H; iPr₂NEt / Pd(OAc)2 / dimethylformamide / 1 h / 60 °C

With manganese(IV) oxide; 9-borabicyclo[3.3.1]nonane dimer; formic acid; oxalyl dichloride; potassium hexamethylsilazane; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; p-benzoquinone; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Swern oxidation;
DOI:10.1021/ja029382u