5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

Base Information

Chemical Name:5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol
CAS No.:101134-89-8
Molecular Formula:C₂₀H₂₂N₂O₄S
Molecular Weight:386.472
Hs Code.:

Synonyms:5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

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Chemical Property of 5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

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Technology Process of 5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

There total 14 articles about 5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol 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: 90.0%

: 108833-12-1
5-(benzyloxy)-1,2,3,6,7,8-hexahydro-8-methyl-3-(methylsulfonyl)-8-<(2-hydroxyethyl)thio>-7-oxobenzo<1,2-b:4,3-b'>dipyrrole-1-methanol acetate

: 101134-89-8
5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

Guidance literature:: With dimethylsulfide borane complex; 4 A molecular sieve; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jm00398a017

Reference yield:

: 106014-83-9
2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol

: 101134-89-8
5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / hydrogen / 84.5percent PtO₂ / ethanol / 2.75 h / 2327.2 Torr

2: 111 g / pyridine / 1.42 h / 5 °C

3: 1.) sodium acetate, 2.) triethylamine / 1.) ethanol, reflux, 20 h, 2.) methylene chloride

4: 64 percent / nitric acid / nitromethane / 0.67 h / 0 °C

5: 81 percent / hydrogen / 84.5percent PtO₂ / tetrahydrofuran; ethanol / 2 h / 2068.6 Torr

6: 1.) sulfuryl chloride, 2.) 1,8-bis(dimethylamino)naphthalene / 1.) methylene chloride, -70 deg C, 45 min, 2.) -70 deg C, 4 h

7: 90 percent / borane-methyl sulfide, 4-Angstroem molecular sieves / tetrahydrofuran / 3 h / Heating

With pyridine; sulfuryl dichloride; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; nitric acid; sodium acetate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triethylamine; platinum(IV) oxide; In tetrahydrofuran; nitromethane; ethanol;
DOI:10.1021/jm00398a017

Reference yield:

: 79035-13-5
4-benzyloxy-2-nitro-chlorobenzene

: 101134-89-8
5-(benzyloxy)-1,2,3,6-tetrahydro-8-methyl-3-(methylsulfonyl)benzo<1,2-b:4,3-b'>dipyrrole-1-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 77 percent / NaH / dimethylsulfoxide / 24 h / 105 - 115 °C

2: 40 percent / diisobutylaluminum hydride / tetrahydrofuran / 2.3 h / Ambient temperature

3: 69 percent / hydrogen / 84.5percent PtO₂ / ethanol / 2.75 h / 2327.2 Torr

4: 111 g / pyridine / 1.42 h / 5 °C

5: 1.) sodium acetate, 2.) triethylamine / 1.) ethanol, reflux, 20 h, 2.) methylene chloride

6: 64 percent / nitric acid / nitromethane / 0.67 h / 0 °C

7: 81 percent / hydrogen / 84.5percent PtO₂ / tetrahydrofuran; ethanol / 2 h / 2068.6 Torr

8: 1.) sulfuryl chloride, 2.) 1,8-bis(dimethylamino)naphthalene / 1.) methylene chloride, -70 deg C, 45 min, 2.) -70 deg C, 4 h

9: 90 percent / borane-methyl sulfide, 4-Angstroem molecular sieves / tetrahydrofuran / 3 h / Heating

With pyridine; sulfuryl dichloride; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; nitric acid; sodium acetate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; diisobutylaluminium hydride; triethylamine; platinum(IV) oxide; In tetrahydrofuran; nitromethane; ethanol; dimethyl sulfoxide;
DOI:10.1021/jm00398a017