(E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester

Base Information

• Chemical Name: (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester
• CAS No.: 149228-58-0
• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.505

Synonyms:(E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester

Chemical Property of (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester

Chemical Property:

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Technology Process of (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester

There total 4 articles about (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester 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%

(E)-(3R,6R)-6-Benzyl-7-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-cyclohexylmethyl-7-oxo-hept-4-enoic acid ethyl ester (149228-51-3) → (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester (149228-58-0)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide;

DOI:10.1016/S0040-4039(00)91945-2

Reference yield:

(E)-4-cyclohexyl-2-buten-1-al (4404-92-6) → (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester (149228-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Bu₂BOTf, (i-Pr)2NEt

2: 81 percent / pivalic acid / toluene / Heating

3: 88 percent / LiOH, H₂O₂

With lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; Trimethylacetic acid; In toluene;

DOI:10.1016/S0040-4039(00)91945-2

Reference yield:

(R)-4-benzyl-3-(3-phenyl-propionyl)-oxazolidin-2-one (136159-65-4) → (E)-(2R,5R)-2-Benzyl-5-cyclohexylmethyl-hept-3-enedioic acid 7-ethyl ester (149228-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Bu₂BOTf, (i-Pr)2NEt

2: 81 percent / pivalic acid / toluene / Heating

3: 88 percent / LiOH, H₂O₂

With lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; Trimethylacetic acid; In toluene;

DOI:10.1016/S0040-4039(00)91945-2

upstream raw materials:

(E)-(3R,6R)-6-Benzyl-7-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-cyclohexylmethyl-7-oxo-hept-4-enoic acid ethyl ester

(E)-4-cyclohexyl-2-buten-1-al

(R)-4-benzyl-3-(3-phenyl-propionyl)-oxazolidin-2-one

(R)-4-Benzyl-3-((E)-(2R,3S)-2-benzyl-6-cyclohexyl-3-hydroxy-hex-4-enoyl)-oxazolidin-2-one

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