(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Base Information

Chemical Name:(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester
CAS No.:185909-49-3
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Suppliers and Price of (Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

There total 8 articles about (Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-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:

: (Z)-(5S,7S)-8-Hydroxy-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-oct-2-enoic acid ethyl ester

: 185909-49-3
(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: 185909-45-9
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyraldehyde

: 185909-49-3
(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

2: 96 percent / NaH / dimethylformamide

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C

4: 75 percent / KN(TMS)2, 18-crown-6 / tetrahydrofuran / -78 °C

5: Et₃N-HF / acetonitrile

6: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / -78 °C

With titanium(IV) isopropylate; oxalyl dichloride; 18-crown-6 ether; (S)-[1,1']-binaphthalenyl-2,2'-diol; potassium hexamethylsilazane; sodium hydride; ozone; dimethyl sulfoxide; triethylamine hydrofluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butan-1-ol

: 185909-49-3
(Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

2: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

3: 96 percent / NaH / dimethylformamide

4: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C

5: 75 percent / KN(TMS)2, 18-crown-6 / tetrahydrofuran / -78 °C

6: Et₃N-HF / acetonitrile

7: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / -78 °C

With titanium(IV) isopropylate; oxalyl dichloride; 18-crown-6 ether; (S)-[1,1']-binaphthalenyl-2,2'-diol; potassium hexamethylsilazane; sodium hydride; ozone; dimethyl sulfoxide; triethylamine hydrofluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(96)02110-7