(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

Base Information

Chemical Name:(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol
CAS No.:331625-67-3
Molecular Formula:C₂₄H₄₂O₃
Molecular Weight:378.596
Hs Code.:

Synonyms:(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

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Chemical Property of (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

Chemical Property:

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Technology Process of (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

There total 10 articles about (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol 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: 98.0%

: (4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-undecyl)-[1,3]dioxane

: 331625-67-3
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1021/ja0057272

Reference yield:

: 112-31-2
caprinaldehyde

: 331625-67-3
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / Sn(OTf)2; SnO; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine / CH₂Cl₂ / 5 h / -78 °C

2: pyridine / 1,2-dichloro-ethane / 0.17 h / Heating

3: Bu₃SnH; AIBN / toluene / 0.17 h / 110 °C

4: 5.17 g / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

5: 91 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

6: Sn(OTf)2; Bu₂Sn(OAc)2; (S)-1-methyl-2-[(N-naphthylamino)-methyl]pyrrolidine / CH₂Cl₂ / -78 °C

7: 93 percent / LiBH₄ / tetrahydrofuran / 12 h / -5 °C

8: 88 percent / TsOH / CH₂Cl₂ / 12 h / 20 °C

9: 98 percent / DIBAL / CH₂Cl₂; hexane / 0.25 h / -78 °C

With pyridine; lithium aluminium tetrahydride; lithium borohydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tin(II) oxide; diisobutylaluminium hydride; dibutyltin diacetate; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; toluene; 5: Swern oxidation;
DOI:10.1021/ja0057272

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 331625-67-3
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / TsOH / CH₂Cl₂ / 12 h / 20 °C

2: 98 percent / DIBAL / CH₂Cl₂; hexane / 0.25 h / -78 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In hexane; dichloromethane;
DOI:10.1021/ja0057272