(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

Base Information

Chemical Name:(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate
CAS No.:1448544-38-4
Molecular Formula:C₁₈H₂₄O₃
Molecular Weight:288.387
Hs Code.:

Synonyms:(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

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Chemical Property of (1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

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Technology Process of (1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

There total 8 articles about (1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-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:

: 1241945-01-6
(S)-2-methyl-3-butenoyl chloride

: 191151-74-3
(3S,4R)-5-(benzyloxy)-4-methylpent-1-en-3-ol

: 1448544-38-4
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

: 1448544-39-5
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2E)-2-methylbut-2-enoate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c3ob40894a

Reference yield:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 1448544-38-4
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

: 1448544-39-5
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2E)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - 0 °C / Inert atmosphere

2.1: pentane; diethyl ether / 4 h / -78 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 5 h / Reflux; Inert atmosphere

4.1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With pyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; pentane; 1.1: |Swern Oxidation;
DOI:10.1039/c3ob40894a

Reference yield:

: 100-39-0
benzyl bromide

: 1448544-38-4
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

: 1448544-39-5
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2E)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: silver(II) oxide / dichloromethane / 48 h / 20 °C / Darkness; Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 - 0 °C / Inert atmosphere

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 0 °C / Inert atmosphere

4.1: pentane; diethyl ether / 4 h / -78 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 5 h / Reflux; Inert atmosphere

6.1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With pyridine; silver(II) oxide; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; acetonitrile; pentane; 3.1: |Swern Oxidation;
DOI:10.1039/c3ob40894a