<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester
CAS No.:96720-59-1
Molecular Formula:C₂₁H₃₀O₅
Molecular Weight:362.466
Hs Code.:

Synonyms:<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

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Chemical Property of <1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

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Technology Process of <1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

There total 6 articles about <1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl 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: 93.0%

: 96720-58-0
<1S,2S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-hydroxy-3-pentenyl>-oxy)acetic acid 1,1-dimethylethyl ester

: 96720-59-1
<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 0 ℃; for 12h;
DOI:10.1016/S0040-4039(00)98423-5

Reference yield:

: 96720-54-6
(3R,4S)-5-(benzyloxy)-3-hydroxy-4-methyl-1-pentene

: 96720-59-1
<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaH / tetrahydrofuran / 12 h / Heating

2: 88 percent / DMAP, DCC / CH₂Cl₂ / 3 h / 25 °C

3: 1.) O₃; 2.) Me₂S / 1.) methylene dichloride, -78 deg C; 2.) room temp., 2 h

4: diethyl ether / 2 h / -78 °C

5: 93 percent / pyridinium dichromate / dimethylformamide / 12 h / -10 °C

With dmap; dipyridinium dichromate; dimethylsulfide; sodium hydride; ozone; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90568-X

Reference yield:

: 96720-55-7
(1R,2S)-<3-(benzyloxy)-2-methyl-1-(ethenyl)propoxy>acetic acid

: 96720-59-1
<1S-3(E)>-(<1-(<2-(benzyloxy)-1(S)-methyl>ethyl)-2-oxo-3-pentenyl>oxy)acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / DMAP, DCC / CH₂Cl₂ / 3 h / 25 °C

2: 1.) O₃; 2.) Me₂S / 1.) methylene dichloride, -78 deg C; 2.) room temp., 2 h

3: diethyl ether / 2 h / -78 °C

4: 93 percent / pyridinium dichromate / dimethylformamide / 12 h / -10 °C

With dmap; dipyridinium dichromate; dimethylsulfide; ozone; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90568-X