(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Base Information

Chemical Name:(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester
CAS No.:339291-68-8
Molecular Formula:C₂₅H₃₄O₅
Molecular Weight:414.542
Hs Code.:

Synonyms:(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Suppliers and Price of (2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

There total 11 articles about (2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester 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: 95.0%

: 339291-67-7
(2E,4E)-5-[(1S,2S,5R)-2-[(Z)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-but-2-enyl]-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

: 339291-68-8
(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 20 ℃; for 2h;
DOI:10.1021/jo005683f

Reference yield:

: 2403-58-9
4-methoxybenzaldehyde diethylacetal

: 339291-68-8
(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 26.5 g / dimethylformamide / 3 h / 50 °C / 10 - 15 Torr

2.1: 83 percent / DIBAL / CH₂Cl₂; cyclohexane / 5 h / -78 °C

3.1: DMSO; oxalyl chloride; Et₃N

4.1: 18-crown-6/acetonitrile complex; KHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 1.788 g / tetrahydrofuran / 1 h / -78 °C

5.1: 97 percent / DIBAL / hexane; CH₂Cl₂ / -78 - 20 °C

6.1: 73 percent / DMAP / dimethylformamide / 20 °C

7.1: 93 percent / Dess-Martin perioninane / CH₂Cl₂ / 4 h / 20 °C

8.1: 70 percent / LiOH*H₂O; molecular sieves 4 Angstroeme / tetrahydrofuran / 11 h / Heating

9.1: 95 percent / CSA / methanol / 2 h / 20 °C

With dmap; lithium hydroxide; oxalyl dichloride; 18-crown-6 ether; 4 A molecular sieve; camphor-10-sulfonic acid; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; acetonitrile; In tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 3.1: Swern oxidation;
DOI:10.1021/jo005683f

Reference yield:

: ((2R,3R)-3-Hydroxy-2-hydroxymethyl-1-methyl-cyclopentyl)-acetic acid methyl ester

: 339291-68-8
(2E,4E)-5-[(1S,2S,5R)-2-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-5-(4-methoxy-benzyloxy)-2-methyl-cyclopentyl]-penta-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 26.5 g / dimethylformamide / 3 h / 50 °C / 10 - 15 Torr

2.1: 83 percent / DIBAL / CH₂Cl₂; cyclohexane / 5 h / -78 °C

3.1: DMSO; oxalyl chloride; Et₃N

4.1: 18-crown-6/acetonitrile complex; KHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 1.788 g / tetrahydrofuran / 1 h / -78 °C

5.1: 97 percent / DIBAL / hexane; CH₂Cl₂ / -78 - 20 °C

6.1: 73 percent / DMAP / dimethylformamide / 20 °C

7.1: 93 percent / Dess-Martin perioninane / CH₂Cl₂ / 4 h / 20 °C

8.1: 70 percent / LiOH*H₂O; molecular sieves 4 Angstroeme / tetrahydrofuran / 11 h / Heating

9.1: 95 percent / CSA / methanol / 2 h / 20 °C

With dmap; lithium hydroxide; oxalyl dichloride; 18-crown-6 ether; 4 A molecular sieve; camphor-10-sulfonic acid; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; acetonitrile; In tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 3.1: Swern oxidation;
DOI:10.1021/jo005683f