ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

Base Information

Chemical Name:ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate
CAS No.:111670-50-9
Molecular Formula:C₃₅H₃₂O₅
Molecular Weight:532.636
Hs Code.:

Synonyms:ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

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Chemical Property of ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

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Technology Process of ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

There total 9 articles about ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate 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: 89.0%

: 111670-49-6
ethyl 7-O-(triphenylmethyl)-6(R),7-dihydroxy-2(E),4(Z)-heptadienoate

: 65-85-0,8013-63-6
benzoic acid

: 111670-50-9
ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1021/jo00237a008

Reference yield:

: 76-83-5
trityl chloride

: 111670-50-9
ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

Guidance literature:: Multi-step reaction with 5 steps

1: (dimethylamino)pyridine / pyridine / 18 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0.17 h / -10 °C

3: DBU / 3 h

4: LDA / tetrahydrofuran / 0.25 h / 0 °C

5: 89 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo00237a008

Reference yield:

: 79308-52-4
ethyl 2-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]acetate

: 111670-50-9
ethyl 6-O-benzoyl-7-O-(triphenylmethyl)-6(S),7-dihydroxy-2(E),4(Z)-heptadienoate

Guidance literature:: Multi-step reaction with 5 steps

1: (dimethylamino)pyridine / pyridine / 18 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0.17 h / -10 °C

3: DBU / 3 h

4: LDA / tetrahydrofuran / 0.25 h / 0 °C

5: 89 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo00237a008