methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

Base Information

Chemical Name:methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate
CAS No.:1384835-06-6
Molecular Formula:C₂₅H₃₃NO₆
Molecular Weight:443.54
Hs Code.:

Synonyms:methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

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Chemical Property of methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

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Technology Process of methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

There total 7 articles about methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate 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: 77.0%

: 3859-41-4
1,3-cyclopentadione

: 1384835-05-5
methyl (hydroxymethyl) ((1R,5R)-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-enyl)carbamate

: 1384835-06-6
methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

Guidance literature:: With Sn(NTf₂)4*9DMSO; In acetonitrile; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo300776d

Reference yield:

: 1384835-04-4
methyl (1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-enylcarbamate

: 1384835-06-6
methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium tert-butylate / tert-butyl alcohol / 1.5 h / 20 °C / Inert atmosphere

2: Sn(NTf₂)4*9DMSO / acetonitrile / 4 h / 20 °C / Inert atmosphere

With Sn(NTf₂)4*9DMSO; potassium tert-butylate; In acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo300776d

Reference yield:

: 1384834-98-3
C₁₇H₂₄O₄S

: 1384835-06-6
methyl ((2-hydroxy-5-oxocyclopent-1-en-1-yl)methyl)-((1R,5R)-5-((S)-1-(4-methoxyphenoxy)propan-2-yl)-2-methylcyclohex-2-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.67 h / 0 °C / Inert atmosphere

2.2: 6 h / Reflux; Inert atmosphere

3.1: toluene-4-sulfonic acid / methanol; N,N-dimethyl-formamide / 1 h / Reflux; Inert atmosphere

3.2: 4 h / 150 °C / Inert atmosphere

4.1: potassium tert-butylate / tert-butyl alcohol / 1.5 h / 20 °C / Inert atmosphere

5.1: Sn(NTf₂)4*9DMSO / acetonitrile / 4 h / 20 °C / Inert atmosphere

With Sn(NTf₂)4*9DMSO; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 2.1: Overman rearrangement / 2.2: Overman rearrangement;
DOI:10.1021/jo300776d