trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

Base Information

Chemical Name:trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid
CAS No.:142700-40-1
Molecular Formula:C₂₁H₃₀O₃
Molecular Weight:330.467
Hs Code.:

Synonyms:trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

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Chemical Property of trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

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Technology Process of trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

There total 6 articles about trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid 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: 60.0%

: 142700-39-8
2,3-dimethyl-2-(phenylmethoxy)-5-hepten-4-ol dimethylacryloyl ester

: 142700-40-1
trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

Guidance literature:: With chloro-trimethyl-silane; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; Heating;
DOI:10.1021/jo00042a014

Reference yield:

: 73295-12-2
(S)-2,3-dimethyl-1,3-butanediol

: 142700-40-1
trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaH / THF, 1) 0 deg C, 1 h, 2) THF, 15 min.

2: 1) NaH, DMSO / 1) RT, 0.5 h, 2) 1 h

3: 97 percent / conc. HCl / methanol / 1 h / Heating

4: 1) oxalyl chloride, DMSO, 2) Et₃N / CH₂Cl₂, 1) 15 min., 2) 2.1) -78 deg C, 15 min., 2.2) -78 to 0 deg C, 15-30 min.

5: 1) 30percent Li dispersion in mineral oil / 1) THF, 2) THF, 30 min.

6: 1) n-BuLi / 1) THF, hexane, 1.1) -78 deg C, 10 min., 1.2) -25 deg C, 1 h, 2) THF, 30 min.

7: 60 percent / lithium 2,2,6,6-tetramethylpiperidide, chlorotrimethylsilane / tetrahydrofuran / Heating

With hydrogenchloride; n-butyllithium; chloro-trimethyl-silane; oxalyl dichloride; 2,2,6,6-tetramethylpiperidinyl-lithium; lithium; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo00042a014

Reference yield:

: 142700-35-4
2,3-dimethyl-3-(phenylmethoxy)butanal

: 142700-40-1
trans-2-(1-methylethenyl)-7-(phenylmethoxy)-3,6,7-trimethyl-4-octenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 30percent Li dispersion in mineral oil / 1) THF, 2) THF, 30 min.

2: 1) n-BuLi / 1) THF, hexane, 1.1) -78 deg C, 10 min., 1.2) -25 deg C, 1 h, 2) THF, 30 min.

3: 60 percent / lithium 2,2,6,6-tetramethylpiperidide, chlorotrimethylsilane / tetrahydrofuran / Heating

With n-butyllithium; chloro-trimethyl-silane; 2,2,6,6-tetramethylpiperidinyl-lithium; lithium; In tetrahydrofuran;
DOI:10.1021/jo00042a014