(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester
CAS No.:142588-70-3
Molecular Formula:C₂₁H₂₄O₄
Molecular Weight:340.419
Hs Code.:

Synonyms:(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

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Chemical Property of (Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

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Technology Process of (Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

There total 5 articles about (Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid 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:

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 142588-70-3
(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, RT, 1.5 h, 2.) THF, RT, 72 h

2: 26 percent / HBr, AcOH / CH₂Cl₂ / 18 h / Ambient temperature

3: CH₂Cl₂ / 2 h / Ambient temperature

4: PdCl₂(Ph₃P)2, LiCl / dimethylformamide / 12 h / Ambient temperature

5: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen bromide; dihydrogen peroxide; sodium hydride; acetic acid; lithium chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9506985

Reference yield:

: 63790-21-6
ethyl 3-<3,5-bis(benzyloxy)phenyl>-3-methylpropenoate

: 142588-70-3
(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 26 percent / HBr, AcOH / CH₂Cl₂ / 18 h / Ambient temperature

2: CH₂Cl₂ / 2 h / Ambient temperature

3: PdCl₂(Ph₃P)2, LiCl / dimethylformamide / 12 h / Ambient temperature

4: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen bromide; dihydrogen peroxide; acetic acid; lithium chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9506985

Reference yield:

: 142588-67-8
(Z)-3-(3-Benzyloxy-5-hydroxy-phenyl)-but-2-enoic acid ethyl ester

: 142588-70-3
(Z)-3-[3-Benzyloxy-5-(2-hydroxy-ethyl)-phenyl]-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 2 h / Ambient temperature

2: PdCl₂(Ph₃P)2, LiCl / dimethylformamide / 12 h / Ambient temperature

3: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; lithium chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9506985