<2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine

Base Information

• Chemical Name: <2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine
• CAS No.: 129539-98-6
• Molecular Formula: C₃₅H₅₅NO₃
• Molecular Weight: 537.827
• Mol file: 129539-98-6.mol

Synonyms:<2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine

Chemical Property of <2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine

There total 5 articles about <2S-<1*<1R^*,2S^*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine 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: 73.0%

Methyl <2S-<1*<1R*,1(E),2S*>>,2α,5β>>-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<1-<(2,5-dimethyl-1-pyrrolidinyl)carbonyl>-4-(phenylmethoxy)butyl>cyclopentanecarboxylate (129539-97-5) → <2S-<1*<1R*,2S*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine (129539-98-6)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1021/jo00307a006

Reference yield:

5-(phenylmethoxy)pentanoic acid chloride (128329-72-6) → <2S-<1*<1R*,2S*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine (129539-98-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 N NaOH / diethyl ether / 1 h / Ambient temperature

3: 73 percent / DIBAL / toluene / 2 h / -78 °C

With sodium hydroxide; diisobutylaluminium hydride; In diethyl ether; toluene;

DOI:10.1021/jo00035a010

Reference yield:

(2S-trans)-2,5-Dimethyl-1-<1-oxo-5-(phenylmethoxy)-pentyl>pyrrolidine (129539-96-4) → <2S-<1*<1R*,2S*,2(E)>>,2α,5β>>-1-<2-<2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)cyclopentyl>-1-oxo-5-(phenylmethoxy)pentyl>-2,5-dimethylpyrrolidine (129539-98-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 73 percent / DIBAL / toluene / 2 h / -78 °C

With diisobutylaluminium hydride; In toluene;

DOI:10.1021/jo00035a010

upstream raw materials:

Methyl <2S-<1*<1R^*,1(E),2S^*>>,2α,5β>>-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<1-<(2,5-dimethyl-1-pyrrolidinyl)carbonyl>-4-(phenylmethoxy)butyl>cyclopentanecarboxylate

5-benzyloxypentanoic acid

5-(phenylmethoxy)pentanoic acid chloride

(2S-trans)-2,5-Dimethyl-1-<1-oxo-5-(phenylmethoxy)-pentyl>pyrrolidine

Downstream raw materials:

7a-(4,8-Dimethyl-3,7-nonadienyl)hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one

(-)-Secodaphniphylline

5-Benzyloxy-2-[(1S,2R)-2-((E)-4,8-dimethyl-nona-3,7-dienyl)-2-hydroxymethyl-cyclopentyl]-pentan-1-ol

(-)-17,18-Didehydro-23-(phenylmethoxy)-12,16-cyclo-1,12-secodaphnane