<1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol

Base Information

• Chemical Name: <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol
• CAS No.: 138336-58-0
• Molecular Formula: C₃₃H₅₁NO₃
• Molecular Weight: 509.773
• Mol file: 138336-58-0.mol

Synonyms:<1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol

Chemical Property of <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol

There total 3 articles about <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol 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: 83.0%

Methyl <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (118015-92-2) → <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol (138336-58-0)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1.5h;

DOI:10.1021/jo00035a008

Reference yield:

5-benzyloxypentanoic acid (64740-39-2) → <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol (138336-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 1,1'-carbonyldiimidazole / 1) CH₂Cl₂, r.t., 10 min, 2a) cooling, 15 min, b) to r.t. overnight

3: 83 percent / diisobutylaluminium hydride / toluene / 1.5 h / -78 °C

With diisobutylaluminium hydride; 1,1'-carbonyldiimidazole; In toluene;

DOI:10.1021/jo00035a008

Reference yield:

5-Benzyloxy-1-pyrrolidin-1-yl-pentan-1-one (117959-71-4) → <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol (138336-58-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 83 percent / diisobutylaluminium hydride / toluene / 1.5 h / -78 °C

With diisobutylaluminium hydride; In toluene;

DOI:10.1021/jo00035a008

upstream raw materials:

Methyl <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate

5-benzyloxypentanoic acid

5-Benzyloxy-1-pyrrolidin-1-yl-pentan-1-one

Downstream raw materials:

<1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(formyl)-α-<3-(phenylmethoxy)propyl>cyclopentaneacetaldehyde

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

<1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol

C₃₂H₄₅NO₃