(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one
CAS No.:82399-08-4
Molecular Formula:C₃₅H₅₀O₄S
Molecular Weight:566.846
Hs Code.:

(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

Synonyms:(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

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Chemical Property of (3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

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Technology Process of (3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

There total 4 articles about (3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-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: 82.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 81426-73-5
(3S,4R,6R)-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

: 82399-08-4
(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

Guidance literature:: With lithium cyclohexylisopropylamide; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1246/cl.1982.491

Reference yield:

: 81426-70-2
(R)-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-5,6-dihydro-pyran-2-one

: 82399-08-4
(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂, NaHCO₃ / 10percent Pd-C / dioxane / 760 Torr / Ambient temperature

2: 15 percent / lithium isopropylcyclohexylamide (LICHA) / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.83 h / -78 °C

3: lithium isopropylcyclohexylamide (LICHA) / 1 h / 0 °C

4: 82 percent / lithium isopropylcyclohexylamide (LICHA) / tetrahydrofuran / 1.5 h / -78 °C

With hydrogen; sodium hydrogencarbonate; lithium cyclohexylisopropylamide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1246/cl.1982.491

Reference yield:

: 81426-71-3
(4R,6R)-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-tetrahydro-pyran-2-one

: 82399-08-4
(3R,4R,6R)-3-Hydroxymethyl-6-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-4-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 15 percent / lithium isopropylcyclohexylamide (LICHA) / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.83 h / -78 °C

2: lithium isopropylcyclohexylamide (LICHA) / 1 h / 0 °C

3: 82 percent / lithium isopropylcyclohexylamide (LICHA) / tetrahydrofuran / 1.5 h / -78 °C

With lithium cyclohexylisopropylamide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1246/cl.1982.491