methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate

Base Information

• Chemical Name: methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate
• CAS No.: 235757-44-5
• Molecular Formula: C₃₈H₃₇NO₁₁S₂
• Molecular Weight: 747.844

Synonyms:methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate

Chemical Property of methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate

Chemical Property:

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Technology Process of methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate

There total 1 articles about methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate 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: 88.0%

thiophenol (108-98-5) + methyl 6-((3S)-3-<(5S,4R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate → methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate (235757-44-5)

Guidance literature:

In toluene; at 25 - 30 ℃; for 43h; Irradiation;

DOI:10.1021/ja9826688

Reference yield: 94.0%

methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate (235757-44-5) → methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio(2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl)>-4-hydroxy-2H-benzo1,3-dioxolene-5-carboxylate (235757-50-3)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1021/ja9826688

Reference yield: 50.0%

methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-<(4-methylphenyl)sulfonyloxy>-2H-benzo1,3-dioxolene-5-carboxylate (235757-44-5) → (5aS,2R,2aR,5bR)-2-hydroxy-4,4-dimethyl-7-oxo-6-(phenylmethoxy)-1-phenylthio-2,6,2a,5a,5b-pentahydro-10H-1,3-dioxolano<4,5-c>1,3-dioxoleno<4,5-j>phenanthridin-8-yl 4-methylbenzenesulfonate

Guidance literature:

With trimethylaluminum; In tetrahydrofuran; hexane; at -15 - 65 ℃; for 48h;

DOI:10.1021/ja9826688

upstream raw materials:

thiophenol

Downstream raw materials:

methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio(2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl)>-4-hydroxy-2H-benzo1,3-dioxolene-5-carboxylate

narciclasine

(2S,5aS,2aR,5bR)-2-hydroxy-8-methoxy-4,4-dimethyl-6-(phenylmethoxy)-1-phenylthio-2,6,2a,5a,5b-pentahydro-10H-1,3-dioxolano<4,5-c>1,3-dioxoleno<4,5-j>phenanthridin-7-one

methyl 6-<(3aS,4R,7R,7aR)-7-hydroxy-2,2-dimethyl-4-<(phenylmethoxy)amino>-6-phenylthio-2,3,4,7,3a,7a-hexahydro-1,3-dioxainden-5-yl>-4-methoxy-2H-benzo1,3-dioxolene-5-carboxylate

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