methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

Base Information

Chemical Name:methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate
CAS No.:1423021-33-3
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

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Chemical Property of methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

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Technology Process of methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

There total 11 articles about methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate 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: 73.0%

: 67-56-1
methanol

: 1423021-31-1
2-((1S,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)ethanol

: 1423021-33-3
methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 10h; Inert atmosphere;
DOI:10.1002/cjoc.201201039

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 1423021-33-3
methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

Guidance literature:: Multi-step reaction with 11 steps

1.1: dihydrogen peroxide; sodium hydroxide / methanol / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Inert atmosphere

3.1: methanol; diethyl ether / 0 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

5.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / Inert atmosphere

6.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / Inert atmosphere

7.1: sodium periodate / water; acetone / 20 °C / Inert atmosphere

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

8.2: Inert atmosphere

9.1: palladium diacetate; triphenylphosphine; tri-n-butyl-tin hydride / tetrahydrofuran / 20 °C / Inert atmosphere

10.1: dimethylsulfide borane complex / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

10.2: 3 h / Inert atmosphere

11.1: dipyridinium dichromate / N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide borane complex; dihydrogen peroxide; tri-n-butyl-tin hydride; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/cjoc.201201039

Reference yield:

(2R,3S,5S)-2-Chloro-3-hydroxy-5-isopropenyl-2-methyl-cyclohexanone: 156714-47-5
(2R,3S,5S)-2-Chloro-3-hydroxy-5-isopropenyl-2-methyl-cyclohexanone

: 1423021-33-3
methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Inert atmosphere

2.1: methanol; diethyl ether / 0 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

4.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / Inert atmosphere

5.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / Inert atmosphere

6.1: sodium periodate / water; acetone / 20 °C / Inert atmosphere

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

7.2: Inert atmosphere

8.1: palladium diacetate; triphenylphosphine; tri-n-butyl-tin hydride / tetrahydrofuran / 20 °C / Inert atmosphere

9.1: dimethylsulfide borane complex / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

9.2: 3 h / Inert atmosphere

10.1: dipyridinium dichromate / N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide borane complex; tri-n-butyl-tin hydride; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/cjoc.201201039