2,6-Heptadien-1-ol, 5-[(4-methoxyphenyl)methoxy]-6-methyl-, (2E,5R)-

Base Information

Chemical Name:2,6-Heptadien-1-ol, 5-[(4-methoxyphenyl)methoxy]-6-methyl-, (2E,5R)-
CAS No.:490021-04-0
Molecular Formula:C16H22O3
Molecular Weight:262.349
Hs Code.:

Synonyms:

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Chemical Property of 2,6-Heptadien-1-ol, 5-[(4-methoxyphenyl)methoxy]-6-methyl-, (2E,5R)-

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Technology Process of 2,6-Heptadien-1-ol, 5-[(4-methoxyphenyl)methoxy]-6-methyl-, (2E,5R)-

There total 6 articles about 2,6-Heptadien-1-ol, 5-[(4-methoxyphenyl)methoxy]-6-methyl-, (2E,5R)- 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%

: 490021-17-5
(E)-(R)-5-(4-Methoxy-benzyloxy)-6-methyl-hepta-2,6-dienoic acid ethyl ester

: 490021-04-0
(E)-(R)-5-(4-Methoxy-benzyloxy)-6-methyl-hepta-2,6-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/ol020193q

Reference yield:

: 122622-90-6
Ethyl (+/-)-3-hydroxy-4-methyl-4-pentenoate

: 490021-04-0
(E)-(R)-5-(4-Methoxy-benzyloxy)-6-methyl-hepta-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 49 percent / t-BuOOH; L-(+)-DIPT; Ti(i-PrO)4 / CH₂Cl₂ / 24 h / -20 °C

2: 93 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 25 h / 20 °C

3: 93 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

4: (COCl)2; DMSO; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1.17 h / -60 - 0 °C

5: 99 percent / LiCl; DBU / acetonitrile / 1 h / 0 - 20 °C

6: 92 percent / DIBAL / tetrahydrofuran; hexane / 2 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile; 1: Sharpless asymmetric epoxidation / 4: Swern oxidation / 5: Wittig reaction;
DOI:10.1021/ol020193q

Reference yield:

: 122674-65-1
Ethyl (3R)-3-hydroxy-4-methyl-4-pentenoate

: 490021-04-0
(E)-(R)-5-(4-Methoxy-benzyloxy)-6-methyl-hepta-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 25 h / 20 °C

2: 93 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1.17 h / -60 - 0 °C

4: 99 percent / LiCl; DBU / acetonitrile / 1 h / 0 - 20 °C

5: 92 percent / DIBAL / tetrahydrofuran; hexane / 2 h / -78 °C

With lithium aluminium tetrahydride; oxalyl dichloride; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile; 3: Swern oxidation / 4: Wittig reaction;
DOI:10.1021/ol020193q