(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

Base Information

Chemical Name:(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal
CAS No.:331625-96-8
Molecular Formula:C₂₄H₄₀O₃
Molecular Weight:376.58
Hs Code.:

Synonyms:(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

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Chemical Property of (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

Chemical Property:

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Technology Process of (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

There total 12 articles about (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal 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: 92.0%

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

: 331625-96-8
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ja0057272

Reference yield:

: 112-31-2
caprinaldehyde

: 331625-96-8
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

Guidance literature:: Multi-step reaction with 10 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: LiBH₄ / tetrahydrofuran / -5 °C

8: 95 percent / TsOH / CH₂Cl₂ / 20 °C

9: 96 percent / DIBAL / CH₂Cl₂; hexane / 20 °C

10: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °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 / 10: Swern oxidation;
DOI:10.1021/ja0057272

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 331625-96-8
(2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-tetradecanal

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / TsOH / CH₂Cl₂ / 20 °C

2: 96 percent / DIBAL / CH₂Cl₂; hexane / 20 °C

3: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In hexane; dichloromethane; 3: Swern oxidation;
DOI:10.1021/ja0057272