Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

Base Information

Chemical Name:Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester
CAS No.:111670-22-5
Molecular Formula:C₃₂H₃₆O₅Si
Molecular Weight:528.72
Hs Code.:

Synonyms:Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

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Chemical Property of Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

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Technology Process of Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

There total 6 articles about Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl 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: 89.0%

: 111670-21-4
(2E,4Z)-(S)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hepta-2,4-dienoic acid ethyl ester

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

: 111670-22-5
Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1139/v87-244

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 111670-22-5
Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

2: (i-Pr)2NEt / DMAP / CH₂Cl₂

3: pyridine; CH₂Cl₂

4: DBU / pyridine

5: 92 percent / LDA / tetrahydrofuran / 0 °C

6: 89 percent / triphenylphosphine, DEAD / tetrahydrofuran / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; dmap; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1139/v87-244

Reference yield:

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

: 111670-22-5
Benzoic acid (2Z,4E)-(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-ethoxycarbonyl-penta-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: (i-Pr)2NEt / DMAP / CH₂Cl₂

2: pyridine; CH₂Cl₂

3: DBU / pyridine

4: 92 percent / LDA / tetrahydrofuran / 0 °C

5: 89 percent / triphenylphosphine, DEAD / tetrahydrofuran / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; dmap; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1139/v87-244