ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

Base Information

Chemical Name:ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate
CAS No.:725724-86-7
Molecular Formula:C₁₈H₂₄O₃
Molecular Weight:288.387
Hs Code.:

Synonyms:ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

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Chemical Property of ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

Chemical Property:

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Technology Process of ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

There total 4 articles about ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate 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:

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 1027596-81-1
(R)-2-((1S,2R)-2-Benzyloxymethyl-cyclopropyl)-propionaldehyde

: 725724-86-7
ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo0496042

Reference yield:

: 725724-84-5
(1S,2R)-2-[(benzyloxy)methyl]-1-isopropenylcyclopropane

: 725724-86-7
ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*THF / tetrahydrofuran / 2.5 h / -30 - 20 °C

1.2: 91 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

2.1: PCC / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 2.00 g / NaH / tetrahydrofuran / 1 h / 20 °C

With borane-THF; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0496042

Reference yield:

: 725724-83-4
2-{(1S,2R)-2-[(benzyloxy)methyl]cyclopropyl}propan-2-ol

: 725724-86-7
ethyl (E),(4R)-4-{(1R,2R)-2-[(benzyloxy)methyl]cyclopropyl}pent-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / Et₃N; DMAP; MsCl / CH₂Cl₂ / 5 h / 0 °C

2.1: BH₃*THF / tetrahydrofuran / 2.5 h / -30 - 20 °C

2.2: 91 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

3.1: PCC / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 2.00 g / NaH / tetrahydrofuran / 1 h / 20 °C

With dmap; borane-THF; sodium hydride; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0496042