2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

Base Information

Chemical Name:2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane
CAS No.:81491-33-0
Molecular Formula:C₂₁H₃₂O₂
Molecular Weight:316.484
Hs Code.:

Synonyms:2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

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Chemical Property of 2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

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Technology Process of 2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

There total 14 articles about 2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane 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: 84.2%

: 90107-93-0
2α<(E)-6-(Benzyloxy)-3-methyl-1-(phenylsulfonyl)-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

: 81491-33-0
2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; 1.)0 deg C, 2.)R_.T_.;
DOI:10.1021/jo00187a006

Reference yield:

: 81491-55-6
(1R,2S)-2-Hydroxymethyl-3,3-dimethyl-cyclobutanecarboxylic acid methyl ester

: 81491-33-0
2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

Guidance literature:: Multi-step reaction with 7 steps

1: tri-n-butylphosphine / pyridine

3: 1.33 g / LiAlH₄ / diethyl ether / 0.33 h / 0 °C

4: 1.65 g / Imidazol / dimethylformamide / Ambient temperature

5: 99.5 percent / n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.)-78 deg C, 2 h, 2.)1 h, ice-salt bath

6: 446 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

7: 84.2 percent / sodium amalgam, anh. sodium hydrogen phosphate / methanol / 1.)0 deg C, 2.)R_.T_.

With 1H-imidazole; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00187a006

Reference yield:

: 90107-91-8,90107-92-9
C₁₃H₁₇IO

: 81491-33-0
2α<(E)-6-(Benzyloxy)-3-methyl-3-hexenyl>-3,3-dimethyl-1β-(hydroxymethyl)cyclobutane

Guidance literature:: Multi-step reaction with 4 steps

1: 730 mg / dimethylformamide / 18 h / Ambient temperature

2: 99.5 percent / n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.)-78 deg C, 2 h, 2.)1 h, ice-salt bath

3: 446 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

4: 84.2 percent / sodium amalgam, anh. sodium hydrogen phosphate / methanol / 1.)0 deg C, 2.)R_.T_.

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00187a006