2-Propenoic acid, 3-[(2R)-2,3-dihydro-2-(4-phenylbutyl)-4-benzofuranyl]-, ethyl ester, (2E)-

Base Information

Chemical Name:2-Propenoic acid, 3-[(2R)-2,3-dihydro-2-(4-phenylbutyl)-4-benzofuranyl]-, ethyl ester, (2E)-
CAS No.:532400-21-8
Molecular Formula:C23H26O3
Molecular Weight:350.458
Hs Code.:

Synonyms:

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Chemical Property of 2-Propenoic acid, 3-[(2R)-2,3-dihydro-2-(4-phenylbutyl)-4-benzofuranyl]-, ethyl ester, (2E)-

Chemical Property:

Purity/Quality:

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Technology Process of 2-Propenoic acid, 3-[(2R)-2,3-dihydro-2-(4-phenylbutyl)-4-benzofuranyl]-, ethyl ester, (2E)-

There total 12 articles about 2-Propenoic acid, 3-[(2R)-2,3-dihydro-2-(4-phenylbutyl)-4-benzofuranyl]-, ethyl ester, (2E)- 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: 95.0%

: 532400-20-7
ethyl (2E)-3-[2-((2S)-2-Hydroxy-6-Phenylhexyl)-3-hydroxyphenyl]-prop-2-enoate

: 532400-21-8
(E)-3-[(R)-2-(4-Phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-acrylic acid ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 25 ℃;
DOI:10.1016/j.bmcl.2005.01.015

Reference yield:

: 53596-59-1
2-allyl-3-hydroxybenzoic acid ethyl ester

: 532400-21-8
(E)-3-[(R)-2-(4-Phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 96 percent / i-Pr₂NEt / CH₂Cl₂ / 20 °C

2.1: 74 percent / OsO₄; aq. NaIO₄ / ethyl acetate / 20 °C

3.1: (-)-B-methoxydisopinocampheylborane / diethyl ether

4.1: BH₃ / tetrahydrofuran

4.2: 75 percent / aq. H₂O₂; NaOH / tetrahydrofuran

5.1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

6.1: 86 percent / n-BuLi / tetrahydrofuran

7.1: 99 percent / H₂ / Pd/C / ethyl acetate

8.1: 99 percent / DIBAL-H / toluene / -78 °C

9.1: 98 percent / tetrahydrofuran / Heating

10.1: 100 percent / HCl / ethanol / 20 °C

11.1: 95 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 0 - 25 °C

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; borane; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (-)-B-methoxydiisopinocampheylborane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethyl acetate; toluene; 5.1: Swern oxidation / 6.1: Wittig reaction / 9.1: Wittig reaction / 11.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2005.01.015

Reference yield:

: 1449-46-3
benzyltriphenylphosphonium bromide

: 532400-21-8
(E)-3-[(R)-2-(4-Phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / n-BuLi / tetrahydrofuran

2: 99 percent / H₂ / Pd/C / ethyl acetate

3: 99 percent / DIBAL-H / toluene / -78 °C

4: 98 percent / tetrahydrofuran / Heating

5: 100 percent / HCl / ethanol / 20 °C

6: 95 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 0 - 25 °C

With hydrogenchloride; n-butyllithium; hydrogen; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; toluene; 1: Wittig reaction / 4: Wittig reaction / 6: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2005.01.015