(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

Base Information

Chemical Name:(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one
CAS No.:163082-16-4
Molecular Formula:C₃₁H₂₉NO₈S
Molecular Weight:575.639
Hs Code.:

(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

Synonyms:(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

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Chemical Property of (3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

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Technology Process of (3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

There total 14 articles about (3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one 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:

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 163082-16-4
(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

2: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

3: 1.) s-BuLi, TMEDA, 2.) CuCN, 3.) BF₃*Et₂O

4: TBAF / tetrahydrofuran

5: sodium bis(2-methoxyethoxy)aluminum hydride, morpholine / tetrahydrofuran / -45 °C

6: 1.) K₂CO₃, 2.) CrO₃, H₂SO₄ / 1.) DMF

With morpholine; chromium(VI) oxide; copper acetylacetonate; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; sulfuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sec.-butyllithium; tri-n-butyl-tin hydride; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja960596j

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 163082-16-4
(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH*H₂O / acetone / 0.33 h / Ambient temperature

2: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

3: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

4: 1.) s-BuLi, TMEDA, 2.) CuCN, 3.) BF₃*Et₂O

5: TBAF / tetrahydrofuran

6: sodium bis(2-methoxyethoxy)aluminum hydride, morpholine / tetrahydrofuran / -45 °C

7: 1.) K₂CO₃, 2.) CrO₃, H₂SO₄ / 1.) DMF

With morpholine; chromium(VI) oxide; copper acetylacetonate; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; sulfuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sec.-butyllithium; tri-n-butyl-tin hydride; potassium carbonate; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; acetone; acetonitrile;
DOI:10.1021/ja960596j

Reference yield:

: 15777-88-5
dimetilamide dell'acido 3,4-metilendiossibenzoico

: 163082-16-4
(3aS,3bR,10bR,12aR)-6-Benzyloxy-2,2-dimethyl-4-(toluene-4-sulfonyl)-3b,4,10b,12a-tetrahydro-3aH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthren-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) s-BuLi, TMEDA, 2.) B(OMe)3, 3.) H₂O₂, AcOH

2: 95 percent / imidazole / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) s-BuLi, TMEDA, 2.) CuCN, 3.) BF₃*Et₂O

4: TBAF / tetrahydrofuran

5: sodium bis(2-methoxyethoxy)aluminum hydride, morpholine / tetrahydrofuran / -45 °C

6: 1.) K₂CO₃, 2.) CrO₃, H₂SO₄ / 1.) DMF

With morpholine; 1H-imidazole; chromium(VI) oxide; Trimethyl borate; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sec.-butyllithium; potassium carbonate; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja960596j