(2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester

Base Information

• Chemical Name: (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester
• CAS No.: 914374-81-5
• Molecular Formula: C₂₄H₃₂N₄O₅S
• Molecular Weight: 488.608
• Mol file: 914374-81-5.mol

Synonyms:(2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester

Chemical Property of (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester

There total 7 articles about (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl 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: 75.0%

(2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-undeca-2,5,7-trienoic acid ethyl ester (914374-79-1) → (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester (914374-81-5)

Guidance literature:

With dihydrogen peroxide; ammonium molybdate tetrahydrate; In ethanol;

DOI:10.1002/anie.200601859

Reference yield:

(E)-(S)-5-(Benzothiazole-2-sulfonyl)-2,4-dimethyl-pent-2-enoic acid ethyl ester (914374-71-3) → (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester (914374-81-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHMDS / tetrahydrofuran / -78 - 20 °C

2: 60 percent / HCl / ethanol / 0 °C

3: 82 percent / DEAD; PPh₃ / tetrahydrofuran

4: 75 percent / aq. H₂O₂ / Mo₇O₂₄(NH₄)6*4H₂O / ethanol

With hydrogenchloride; dihydrogen peroxide; sodium hexamethyldisilazane; triphenylphosphine; diethylazodicarboxylate; ammonium molybdate tetrahydrate; In tetrahydrofuran; ethanol;

DOI:10.1002/anie.200601859

Reference yield:

(S)-α-methoxy-γ-butyrolactone (159216-42-9) → (2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazole-5-sulfonyl)-undeca-2,5,7-trienoic acid ethyl ester (914374-81-5)

Guidance literature:

Multi-step reaction with 9 steps

1: DIBAL-H / CH₂Cl₂ / -78 °C

2: toluene / 70 °C

3: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

4: 95 percent / DIBAL-H / CH₂Cl₂ / -78 °C

5: 95 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

6: NaHMDS / tetrahydrofuran / -78 - 20 °C

7: 60 percent / HCl / ethanol / 0 °C

8: 82 percent / DEAD; PPh₃ / tetrahydrofuran

9: 75 percent / aq. H₂O₂ / Mo₇O₂₄(NH₄)6*4H₂O / ethanol

With hydrogenchloride; dmap; oxalyl dichloride; dihydrogen peroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; ammonium molybdate tetrahydrate; In tetrahydrofuran; ethanol; dichloromethane; toluene; 2: Wittig reaction / 5: Swern oxidation;

DOI:10.1002/anie.200601859

upstream raw materials:

(2E,5E,7E)-(4R,9S)-9-Methoxy-2,4,7-trimethyl-11-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-undeca-2,5,7-trienoic acid ethyl ester

(E)-(S)-5-(Benzothiazole-2-sulfonyl)-2,4-dimethyl-pent-2-enoic acid ethyl ester

(S)-α-methoxy-γ-butyrolactone

(S)-3-Methoxy-tetrahydro-furan-2-ol