ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

Base Information

Chemical Name:ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate
CAS No.:218162-92-6
Molecular Formula:C₃₀H₄₂O₃Si
Molecular Weight:478.747
Hs Code.:

Synonyms:ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

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Chemical Property of ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

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Technology Process of ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

There total 4 articles about ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate 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:

: 93292-42-3
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose

: 218162-92-6
ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hexamethyldisilazide, 2.) HMPA / 1.) THF, room temperature, 30 min, 2.) THF, -78 deg C (2 h), -> 0 deg C (2 h)

2: 98 percent / periodic acid / diethyl ether; tetrahydrofuran / Ambient temperature

3: 1.) NaH / 1.) benzene, room temperature, 1 h, 2.) benzene, room temperature, 3 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane; sodium hydride; periodic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo9813282

Reference yield:

: 95646-05-2
3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol

: 218162-92-6
ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / periodic acid / diethyl ether; tetrahydrofuran / Ambient temperature

2: 1.) NaH / 1.) benzene, room temperature, 1 h, 2.) benzene, room temperature, 3 h

With sodium hydride; periodic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo9813282

Reference yield:

: 93292-41-2
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-O-isopropylidene-D-erythro-pentose diethyl dithioacetal

: 218162-92-6
ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / periodic acid / tetrahydrofuran; diethyl ether / 1.) 0 deg C, 3 min, 2.) room temp., 5 min

2: 1.) sodium hexamethyldisilazide, 2.) HMPA / 1.) THF, room temperature, 30 min, 2.) THF, -78 deg C (2 h), -> 0 deg C (2 h)

3: 98 percent / periodic acid / diethyl ether; tetrahydrofuran / Ambient temperature

4: 1.) NaH / 1.) benzene, room temperature, 1 h, 2.) benzene, room temperature, 3 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane; sodium hydride; periodic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo9813282