(1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

Base Information

Chemical Name:(1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one
CAS No.:128790-41-0
Molecular Formula:C₁₉H₂₆O₄S
Molecular Weight:350.479
Hs Code.:

Synonyms:

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Chemical Property of (1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

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Technology Process of (1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

There total 14 articles about (1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-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:

: 128790-24-9,128822-02-6
(1RS,2S,3R)-2-hydroxymethyl-2-methoxyethyl-3-methylcyclopentan-1-ol

: 128790-41-0
(1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 deg C, 1h, then roomtemp.

2: 72 percent / benzene / 48 h / Heating

3: H₂ / 10percent Pd-C / methanol / 1 h / Ambient temperature

4: 70 percent / 2percent KOH / methanol / 8 h / Heating

5: 13.3 percent / NaBH₄ / methanol / 1 h / -20 °C

6: 95 percent / H₂ / ClO₄ / tetrahydrofuran; H₂O / 2.5 h / 41800 Torr / Ambient temperature; autoclave

7: 90 percent / acetone / 0.5 h / 0 - 5 °C / Jones reagent

8: NaI, 15-crown-5, BBr₃ / CH₂Cl₂ / 4 h / -30 °C

9: DMAP, pyridine / 0 - 5 °C

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; 15-crown-5; hydrogen; boron tribromide; dimethyl sulfoxide; triethylamine; sodium iodide; palladium on activated charcoal; ClO4; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4020(01)81359-4

Reference yield:

: 128790-22-7,128822-00-4
(1R,3aRS,7aS)-7a-hydroxyethyl-1,5,5-trimethyl-4,6-dioxahexahydrindane

: 128790-41-0
(1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

Guidance literature:: Multi-step reaction with 11 steps

1: 1) NaH / 1) THF, 5h, reflux

2: 95 percent / 70percent acetic acid / 2 h

3: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 deg C, 1h, then roomtemp.

4: 72 percent / benzene / 48 h / Heating

5: H₂ / 10percent Pd-C / methanol / 1 h / Ambient temperature

6: 70 percent / 2percent KOH / methanol / 8 h / Heating

7: 13.3 percent / NaBH₄ / methanol / 1 h / -20 °C

8: 95 percent / H₂ / ClO₄ / tetrahydrofuran; H₂O / 2.5 h / 41800 Torr / Ambient temperature; autoclave

9: 90 percent / acetone / 0.5 h / 0 - 5 °C / Jones reagent

10: NaI, 15-crown-5, BBr₃ / CH₂Cl₂ / 4 h / -30 °C

11: DMAP, pyridine / 0 - 5 °C

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; 15-crown-5; hydrogen; boron tribromide; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; sodium iodide; palladium on activated charcoal; ClO4; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4020(01)81359-4

Reference yield:

: 128790-30-7
(1R,7aS)-7a-methoxyethyl-1-methyl-5,6,7,7a-tetrahydrindan-5-one

: 128790-41-0
(1R,3aS,7aS)-1-methyl-7a-tosyloxyethylhexahydrindan-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: 13.3 percent / NaBH₄ / methanol / 1 h / -20 °C

2: 95 percent / H₂ / ClO₄ / tetrahydrofuran; H₂O / 2.5 h / 41800 Torr / Ambient temperature; autoclave

3: 90 percent / acetone / 0.5 h / 0 - 5 °C / Jones reagent

4: NaI, 15-crown-5, BBr₃ / CH₂Cl₂ / 4 h / -30 °C

5: DMAP, pyridine / 0 - 5 °C

With pyridine; dmap; sodium tetrahydroborate; 15-crown-5; hydrogen; boron tribromide; sodium iodide; ClO4; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1016/S0040-4020(01)81359-4