(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Base Information

Chemical Name:(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate
CAS No.:502506-84-5
Molecular Formula:C₄₃H₄₆Cl₄O₅
Molecular Weight:784.647
Hs Code.:

Synonyms:(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

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Chemical Property of (1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

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Technology Process of (1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

There total 7 articles about (1R,3R,4S)-8-phenylmenthyl (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: 81.0%

: 84312-20-9
(1R,3R,4S)-8-phenylmenthyl glyoxylate

: 502506-96-9
2,3-bis(3,4-dichlorobenzyloxy)-4-(2-methylpropenyl)toluene

: 502506-84-5
(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -47 ℃; for 22h;
DOI:10.1016/S0040-4020(02)01451-5

Reference yield:

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

: 502506-84-5
(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With tin(IV) chloride; potassium carbonate; potassium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)01451-5

Reference yield:

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

: 502506-84-5
(1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 6 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

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