(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

Base Information

Chemical Name:(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one
CAS No.:87395-34-4
Molecular Formula:C₃₁H₄₆O₈S
Molecular Weight:578.767
Hs Code.:

(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

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Chemical Property of (Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

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Technology Process of (Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

There total 15 articles about (Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-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: 97.0%

: 87395-33-3
1-Benzenesulfonyl-3-methyl-3-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-butan-2-one

: 87395-21-9
(4S,5R)-4-((Z)-4-Chloro-but-2-enyl)-2,2,5-trimethyl-[1,3]dioxolane

: 87395-34-4,87480-03-3
(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

Guidance literature:: With n-butyllithium; potassium iodide; 1.) Me₂SO, THF;
DOI:10.1021/ja00359a041

Reference yield:

: 87395-22-0
3-Hydroxy-2,2-dimethylpropanal dimethyl acetal

: 87395-34-4,87480-03-3
(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: 66 percent / pyridinium chlorochromate (PCC)

2: 95 percent / LDA / tetrahydrofuran / 24 h / -78 - 25 °C

3: 94 percent / hydrogen / Pd/C / ethyl acetate

4: 80 percent / DCC, DMAP

5: TiCl₄, AcCl / CH₂Cl₂ / 0.5 h / 0 °C

6: RuCl₃, NaIO₄ / CCl₄; acetonitrile; H₂O

7: 96 percent

8: 84 percent / camphorsulfonic acid / benzene

9: n-BuLi / tetrahydrofuran / 0 °C

10: 97 percent / 1.) n-BuLi, 2.) KI / 1.) Me₂SO, THF

With dmap; ruthenium trichloride; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; hydrogen; titanium tetrachloride; acetyl chloride; dicyclohexyl-carbodiimide; pyridinium chlorochromate; potassium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja00359a041

Reference yield:

: 18208-39-4
3,3-dimethoxy-2,2-dimethylpropionaldehyde

: 87395-34-4,87480-03-3
(Z)-4-Benzenesulfonyl-2-methyl-8-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-oct-6-en-3-one

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / LDA / tetrahydrofuran / 24 h / -78 - 25 °C

2: 94 percent / hydrogen / Pd/C / ethyl acetate

3: 80 percent / DCC, DMAP

4: TiCl₄, AcCl / CH₂Cl₂ / 0.5 h / 0 °C

5: RuCl₃, NaIO₄ / CCl₄; acetonitrile; H₂O

6: 96 percent

7: 84 percent / camphorsulfonic acid / benzene

8: n-BuLi / tetrahydrofuran / 0 °C

9: 97 percent / 1.) n-BuLi, 2.) KI / 1.) Me₂SO, THF

With dmap; ruthenium trichloride; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; hydrogen; titanium tetrachloride; acetyl chloride; dicyclohexyl-carbodiimide; potassium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja00359a041