ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Base Information

Chemical Name:ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate
CAS No.:502506-88-9
Molecular Formula:C₂₉H₂₈Cl₄O₅
Molecular Weight:598.35
Hs Code.:

Synonyms:ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

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Chemical Property of ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

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Technology Process of ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

There total 9 articles about ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate 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: 83.0%

: 64-17-5
ethanol

: 502506-87-8
(2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoic acid

: 502506-88-9
ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: With thionyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1016/S0040-4020(02)01451-5

Reference yield:

: 102-47-6
3,4-Dichlorophenylmethyl chloride

: 502506-88-9
ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / K₂CO₃; KI / dimethylformamide / 10 h / Heating

2: 81 percent / SnCl₄ / CH₂Cl₂ / 22 h / -47 °C

3: 81 percent / KOH / ethanol; 1,2-dimethoxy-ethane; H₂O / 20 h / 65 °C

4: 83 percent / SOCl₂ / dimethylformamide / 6 h / 20 °C

With potassium hydroxide; thionyl chloride; tin(IV) chloride; potassium carbonate; potassium iodide; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)01451-5

Reference yield:

: 488-17-5
3-methylbenzene-1,2-diol

: 502506-88-9
ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / NaH / dimethylformamide; methanol / 0.5 h / 0 °C

2.1: n-C₄H₉Li / tetrahydrofuran; hexane / 2 h / 0 - 20 °C

2.2: 96 percent / tetrahydrofuran; hexane / 1 h / 0 °C

3.1: n-C₄H₉Li / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 87 percent / tetrahydrofuran; hexane / 0.5 h / 0 - 20 °C

4.1: 99 percent / HCl / ethyl acetate / 0.75 h

5.1: 67 percent / K₂CO₃; KI / dimethylformamide / 10 h / Heating

6.1: 81 percent / SnCl₄ / CH₂Cl₂ / 22 h / -47 °C

7.1: 81 percent / KOH / ethanol; 1,2-dimethoxy-ethane; H₂O / 20 h / 65 °C

8.1: 83 percent / SOCl₂ / dimethylformamide / 6 h / 20 °C

With hydrogenchloride; potassium hydroxide; n-butyllithium; thionyl chloride; tin(IV) chloride; sodium hydride; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 3.2: Wittig reaction;
DOI:10.1016/S0040-4020(02)01451-5