ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

Base Information

Chemical Name:ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate
CAS No.:148675-60-9
Molecular Formula:C₃₀H₅₁O₉PSi
Molecular Weight:614.789
Hs Code.:

Synonyms:ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

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Chemical Property of ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

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Technology Process of ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

There total 7 articles about ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate 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:

: 26903-66-2
2-isopropylallyl alcohol

: 148675-60-9
ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaH / 1) THF, DMF, 0 deg C, 30 min, 2) THF, 120 min

2: SnCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

3: 1M aq. NaOH / methanol; tetrahydrofuran / 5 h / Heating

4: DBU / benzene / 5 h / Heating

5: 95 percent / imidazole / dimethylformamide

6: 1) n-BuLi, hexamethyldisilazane, 2) TMEDA / 1) hexane, THF, 0 deg C, 2) -70 deg C, 10 min

7: 1) t-BuOK / 1) THF, 3 min, 2) 15 min

With 1H-imidazole; sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; tin(IV) chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)86347-X

Reference yield:

: 148675-55-2
1-(4-methoxybenzyloxy)-2-(2-propyl)-2-propene

: 148675-60-9
ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

Guidance literature:: Multi-step reaction with 6 steps

1: SnCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

2: 1M aq. NaOH / methanol; tetrahydrofuran / 5 h / Heating

3: DBU / benzene / 5 h / Heating

4: 95 percent / imidazole / dimethylformamide

5: 1) n-BuLi, hexamethyldisilazane, 2) TMEDA / 1) hexane, THF, 0 deg C, 2) -70 deg C, 10 min

6: 1) t-BuOK / 1) THF, 3 min, 2) 15 min

With 1H-imidazole; sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; tin(IV) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)86347-X

Reference yield:

: (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid

: 148675-60-9
ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

Guidance literature:: Multi-step reaction with 4 steps

1: DBU / benzene / 5 h / Heating

2: 95 percent / imidazole / dimethylformamide

3: 1) n-BuLi, hexamethyldisilazane, 2) TMEDA / 1) hexane, THF, 0 deg C, 2) -70 deg C, 10 min

4: 1) t-BuOK / 1) THF, 3 min, 2) 15 min

With 1H-imidazole; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; In N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)86347-X