ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

Base Information

Chemical Name:ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate
CAS No.:700871-03-0
Molecular Formula:C₂₄H₂₈O₆
Molecular Weight:412.483
Hs Code.:

Synonyms:ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

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Chemical Property of ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

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Technology Process of ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

There total 10 articles about ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate 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: 77.0%

: 188945-41-7
ethyl di-O-tolylphosphonoacetate

: 700871-02-9
(2R,3S)-2-(4-methoxybenzyloxy)-3-formyloxy-5-phenyl-1-pentanal

: 700871-03-0
ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/jo049858n

Reference yield:

: (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-phenethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 700871-03-0
ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / hydrogen / Pd/C / tetrahydrofuran / 12 h / 20 °C

2.1: 2.1 g / pyridine / CH₂Cl₂ / 1 h / -10 °C

3.1: 1.16 g / DBU / diethyl ether / 24 h / 20 °C

4.1: disiamylborane / tetrahydrofuran / 24 h / 20 °C

4.2: 0.63 g / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 1 h / 20 °C

5.1: 85 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 °C

6.1: NaBH₄ / methanol / 0 °C

7.1: NaH; tetrabutylammonium iodide / tetrahydrofuran / 0 - 20 °C

8.1: 69 percent / H₂SO₄ / dioxane; H₂O / 50 °C

9.1: 99 percent / NaIO₄ / methanol; H₂O / 20 °C

10.1: 77 percent / NaH / tetrahydrofuran / -78 - 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; sulfuric acid; hydrogen; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; 5.1: Swern oxidation / 10.1: Wittig reaction;
DOI:10.1021/jo049858n

Reference yield:

: 137585-73-0
5,6-dideoxy-1,2-O-(isopropylidene)-6-phenyl-α-D-xylo-hexofuranose

: 700871-03-0
ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 2.1 g / pyridine / CH₂Cl₂ / 1 h / -10 °C

2.1: 1.16 g / DBU / diethyl ether / 24 h / 20 °C

3.1: disiamylborane / tetrahydrofuran / 24 h / 20 °C

3.2: 0.63 g / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 1 h / 20 °C

4.1: 85 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 °C

5.1: NaBH₄ / methanol / 0 °C

6.1: NaH; tetrabutylammonium iodide / tetrahydrofuran / 0 - 20 °C

7.1: 69 percent / H₂SO₄ / dioxane; H₂O / 50 °C

8.1: 99 percent / NaIO₄ / methanol; H₂O / 20 °C

9.1: 77 percent / NaH / tetrahydrofuran / -78 - 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; sulfuric acid; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; 4.1: Swern oxidation / 9.1: Wittig reaction;
DOI:10.1021/jo049858n