(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

Base Information

Chemical Name:(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate
CAS No.:1420376-80-2
Molecular Formula:C₂₈H₄₃O₅P
Molecular Weight:490.62
Hs Code.:

Synonyms:(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

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Chemical Property of (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

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Technology Process of (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

There total 2 articles about (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate 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: 88.0%

: 2004-70-8,17410-45-6,25212-15-1,64940-84-7
1-methylbuta-1,3-diene

: 1420376-56-2
2-(diethoxy-phosphoryl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

: 1420376-80-2
(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -65 ℃; for 12h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.11.021

Reference yield:

: 155795-48-5
(diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

: 1420376-80-2
(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0 - 20 °C / Inert atmosphere

1.2: 4 h / 60 °C / Inert atmosphere

2.1: dihydrogen peroxide / water; dichloromethane / 1.08 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: tin(IV) chloride / dichloromethane / 12 h / -65 °C / Inert atmosphere

With potassium tert-butylate; dihydrogen peroxide; tin(IV) chloride; In dichloromethane; water; dimethyl sulfoxide; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tetasy.2012.11.021

Reference yield:

: 1420376-80-2
(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-ene carboxylate

: 162868-74-8
((1R,2S)-1,2-dimethylcyclohex-3-enyl)methanol

: 65253-04-5
(-)-8-phenylmenthol

Guidance literature:: Multi-step reaction with 2 steps

1.1: naphthalen-1-yl-lithium / tetrahydrofuran / 0.5 h / -60 °C / Inert atmosphere

1.2: 5 h / -20 - 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; naphthalen-1-yl-lithium; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2012.11.021