(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

Base Information

Chemical Name:(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one
CAS No.:101750-95-2
Molecular Formula:C₂₀H₂₄O₅S
Molecular Weight:376.474
Hs Code.:

Synonyms:(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

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Chemical Property of (1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

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Technology Process of (1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

There total 9 articles about (1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-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: 63.0%

: 101765-06-4
(2R,3S)-(+)-2-ethyl-2-(3'-oxo-5'-phenylsulfonyl-amyl)-3-acetoxy-cyclopentanone

: 101750-95-2
(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 90 - 100 ℃; for 40h;
DOI:10.1016/S0040-4020(01)82341-3

Reference yield:

: 73401-98-6
2-(2-Phenylsulfanyl-ethyl)-[1,3]dithiane

: 101750-95-2
(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-butyllithium / 1.) tetrahydrofuran/hexane, -78 deg C, then to -35 deg C, 1.5 h, 2.) -70 deg C, then 10 deg C, 2 d

2: 65 percent / mercury(II) chloride, calcium carbonate / acetonitrile; H₂O / 9 h / Heating

3: 85 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

4: 75 percent / triethylamine, hydroquinone / tetrahydrofuran / 14 h / Heating

5: 53 percent / saccharomyces cerevisiae (2.346), glucose, corn starch, K₂HPO₄, NaNO₃, KH₂PO₄, MgSO₄, KCl, FeSO₄, 6 N aq. sodium hydroxide, toween 80 / ethanol / 25 h / 30 °C / pH= 6.7-7.0

6: 55 mg / pyridine / 1 h / 100 °C

7: 110 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / 15 °C

8: 63 percent / p-toluenesulfonic acid monohydrate / benzene / 40 h / 90 - 100 °C

With pyridine; sodium hydroxide; sodium nitrate; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; n-butyllithium; D-glucose; saccharomyces cerevisiae (2.346); toween 80; potassium chloride; magnesium sulfate; toluene-4-sulfonic acid; iron(II) sulfate; triethylamine; hydroquinone; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; mercury dichloride; corn starch; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)82341-3

Reference yield:

: 101750-86-1
phenyl 3-oxo-5-hydroxy-amyl sulfide

: 101750-95-2
(1S,7aS)-(+)-1-acetoxy-5,6,7,7a-tetrahydro-7a-ethyl-4-phenylsulfonylmethyl-indan-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 75 percent / triethylamine, hydroquinone / tetrahydrofuran / 14 h / Heating

3: 53 percent / saccharomyces cerevisiae (2.346), glucose, corn starch, K₂HPO₄, NaNO₃, KH₂PO₄, MgSO₄, KCl, FeSO₄, 6 N aq. sodium hydroxide, toween 80 / ethanol / 25 h / 30 °C / pH= 6.7-7.0

4: 55 mg / pyridine / 1 h / 100 °C

5: 110 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / 15 °C

6: 63 percent / p-toluenesulfonic acid monohydrate / benzene / 40 h / 90 - 100 °C

With pyridine; sodium hydroxide; sodium nitrate; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; D-glucose; saccharomyces cerevisiae (2.346); toween 80; potassium chloride; magnesium sulfate; toluene-4-sulfonic acid; iron(II) sulfate; triethylamine; hydroquinone; 3-chloro-benzenecarboperoxoic acid; corn starch; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)82341-3