(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

Base Information Edit

Chemical Name:(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal
CAS No.:98088-41-6
Molecular Formula:C₁₇H₂₄O₂
Molecular Weight:260.376
Hs Code.:
Mol file:98088-41-6.mol

Synonyms:(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

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Chemical Property of (6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal Edit

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Technology Process of (6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

There total 8 articles about (6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal 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: 90.0%

: 98088-40-5
(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octen-1-ol

: 98088-41-6
(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

Guidance literature:: With pyridine; sulfur trioxide; dimethyl sulfoxide; In triethylamine; at 25 ℃;
DOI:10.1021/jo00219a060

Reference yield:

: 98088-38-1,98088-39-2
methyl (6S)-6-(benzyloxy)-2,5-dimethyl-4(Z)-enoate

: 98088-41-6
(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LiAlH₄, 2.) aq. NaOH / 1.) Et₂O, 0 deg C, 1 h, 2.) Et₂O, RT, 1 h

2: 90 percent / Et₃N, Py*SO₃ / dimethylsulfoxide / 1 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide;
DOI:10.1021/ja961641q

Reference yield:

: 100-39-0
benzyl bromide

: 98088-41-6
(6S)-2,5-dimethyl-6-(benzyloxy)-4(Z)-octenal

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH, 2.) Me₄NCl / 1.) THF, RT, 1 h, 2.) THF, RT, 17 h

2: 84 percent / O₃ / methanol / 2 h / -78 °C

3: 2.) EtCOCl, HMPA / 1.) THF, 3 h, 2.) THF, RT, overnight

4: 1.) LDA, HMPA / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, hexane, RT, 4.5 h

5: 90 percent / aq. HCl / Ambient temperature

6: 1.) LiAlH₄, 2.) aq. NaOH / 1.) Et₂O, 0 deg C, 1 h, 2.) Et₂O, RT, 1 h

7: 90 percent / Et₃N, Py*SO₃ / dimethylsulfoxide / 1 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; propionyl chloride; tetramethlyammonium chloride; sodium hydride; ozone; triethylamine; lithium diisopropyl amide; In methanol; dimethyl sulfoxide;
DOI:10.1021/ja961641q