(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

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Chemical Name:(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione
CAS No.:582315-05-7
Molecular Formula:C₃₁H₃₀N₂O₄
Molecular Weight:494.59
Hs Code.:

Synonyms:(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

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Chemical Property of (3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

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Technology Process of (3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

There total 10 articles about (3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione 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: 75.0%

: Trifluoro-methanesulfonic acid (4R,5R)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-[1,3]dioxolan-4-ylmethyl ester

: 582315-04-6
1'-benzyl-1-methyl-1,1',3,3'-tetrahydro-[3,3']biindolyl-2,2'-dione

: 582315-05-7
(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃;
DOI:10.1002/anie.200351260

Reference yield: 75.0%

: Trifluoro-methanesulfonic acid (4R,5R)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-[1,3]dioxolan-4-ylmethyl ester

: 582315-04-6
1'-benzyl-1-methyl-1,1',3,3'-tetrahydro-[3,3']biindolyl-2,2'-dione

: C₃₁H₃₀N₂O₄

: 582315-05-7
(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

: C₃₁H₃₀N₂O₄

Guidance literature:: 1'-benzyl-1-methyl-1,1',3,3'-tetrahydro-[3,3']biindolyl-2,2'-dione; With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -40 ℃; for 0.5h;

Trifluoro-methanesulfonic acid (4R,5R)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-[1,3]dioxolan-4-ylmethyl ester; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -35 - 20 ℃; for 13h;
DOI:10.1016/S0040-4020(03)00855-X

Reference yield:

: 1217-89-6
1-benzylisatin

: 582315-05-7
(3S,3''S,3'aR,7'aR)-1-benzyl-1''-methyl-2',2'-dimethyl-3'a,4',7',7'a-tetrahydrospiro[3H-indole-3,5'(6'H)-[1,3]benzodioxole-6'-3''-[3H]indole]-2,2''-(1H,1''H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 76 percent / AcOH; HCl / 6 h / 110 °C

2.1: 97 percent / Cs₂CO₃ / dimethylformamide / 24 h / 20 °C

3.1: 88 percent / H₂ / PtO₂ / ethyl acetate / 20 °C / 760 Torr

4.1: LHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -40 °C

4.2: 75 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 13 h / -35 - 20 °C

With hydrogenchloride; hydrogen; caesium carbonate; acetic acid; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00855-X