Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

Base Information

Chemical Name:Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester
CAS No.:141207-20-7
Molecular Formula:C₂₂H₂₂O₃
Molecular Weight:334.415
Hs Code.:

Synonyms:Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

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Chemical Property of Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

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Technology Process of Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

There total 5 articles about Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl 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: 75.0%

: 120448-41-1
(3R,4S)-(E)-7-benzyloxy-4-methylhept-5-en-1-yn-3-ol

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

: 141207-20-7
Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃;
DOI:10.3987/COM-91-S17

Reference yield:

: 111149-31-6
(3R,4S)-(E)-7-benzyloxy-4-methyl-1-trimethylsilylhept-5-en-1-yn-3-ol

: 141207-20-7
Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.13 h / Ambient temperature

2: 75 percent / Ph₃P, diisopropyl azodicarboxylate / 0.58 h / 0 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran;
DOI:10.3987/COM-91-S80

Reference yield:

: 110339-29-2
(R)-(Z)-1-Benzyloxy-2-hydroxy-3-pentene

: 141207-20-7
Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / tetra-n-butylammonium hydrogen sulfate, 60percent NaOH / 26 h / Ambient temperature

2: 1.) EtMgBr / 1.) THF, 0 deg C, 3 h, 2.) THF, 0 deg C, 3 min

3: 73 percent / n-BuLi / tetrahydrofuran; hexane / 4 h / -70 °C

4: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.13 h / Ambient temperature

5: 75 percent / Ph₃P, diisopropyl azodicarboxylate / 0.58 h / 0 °C

With sodium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; ethylmagnesium bromide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine; In tetrahydrofuran; hexane;
DOI:10.3987/COM-91-S80