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

Base Information

• Chemical Name: methyl 2-((1R,2S,3R,4S)-4-hydroxy-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate
• CAS No.: 1423021-35-5
• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.401

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about methyl 2-((1R,2S,3R,4S)-4-hydroxy-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: 65.0%

methyl 2-((1R,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate (1423021-33-3) → methyl 2-((1R,2S,3R,4S)-4-hydroxy-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate (1423021-35-5)

Guidance literature:

With hydrogen fluoride; In water; acetonitrile; at 20 ℃; for 10h; Inert atmosphere;

DOI:10.1002/cjoc.201201039

Reference yield:

2-((1S,2S,3R,4S)-4-(tert-butyldimethylsilyloxy)-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)ethanol (1423021-31-1) → methyl 2-((1R,2S,3R,4S)-4-hydroxy-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate (1423021-35-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: hydrogen fluoride / water; acetonitrile / 10 h / 20 °C / Inert atmosphere

With dipyridinium dichromate; hydrogen fluoride; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/cjoc.201201039

Reference yield:

(S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) → methyl 2-((1R,2S,3R,4S)-4-hydroxy-2-((4-methoxybenzyloxy)methyl)-3-methylcyclopentyl)acetate (1423021-35-5)

Guidance literature:

Multi-step reaction with 12 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

12.1: hydrogen fluoride / water; acetonitrile / 10 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide borane complex; hydrogen fluoride; 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; acetonitrile;

DOI:10.1002/cjoc.201201039

upstream raw materials:

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

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

(S)-p-mentha-6,8-dien-2-one

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

Downstream raw materials:

methyl 2-((1R,2S,3R,4S)-2-((4-methoxybenzyloxy)methyl)-3-methyl-4-(methylthiocarbonothioyloxy)cyclopentyl)acetate

methyl 2-((1S,4S,5R)-5-((4-methoxybenzyloxy)methyl)-4-methylcyclopent-2-enyl)acetate

C₁₈H₂₄O₅

C₁₈H₂₄O₅

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