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

Base Information

• Chemical Name: Methyl <1α,1(E),2α(S^*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate
• CAS No.: 118015-92-2
• Molecular Formula: C₃₄H₅₁NO₄
• Molecular Weight: 537.783
• Mol file: 118015-92-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

1-(carboxymethoxy)cyclopentadiene (25662-28-6) + (E)-9-iodo-2,6-dimethylnona-2,6-diene (22339-13-5) + 5-Benzyloxy-1-pyrrolidin-1-yl-pentan-1-one (117959-71-4) → (1R,2R)-2-[4-Benzyloxy-1-(pyrrolidine-1-carbonyl)-butyl]-1-((E)-4,8-dimethyl-nona-3,7-dienyl)-cyclopentanecarboxylic acid methyl ester (138383-32-1) + Methyl <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (118015-92-2) + (1R,2S)-2-[(R)-4-Benzyloxy-1-(pyrrolidine-1-carbonyl)-butyl]-1-((E)-4,8-dimethyl-nona-3,7-dienyl)-cyclopentanecarboxylic acid methyl ester (117959-72-5)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00035a008

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:

Methyl <1α,1(E),2α(S*)>-(+/-)-1-(4,8-Dimethyl-3,7-nonadienyl)-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (118015-92-2) → Benzyl-[(4aR,7aS)-2-benzyl-4-(3-benzyloxy-propyl)-7a-((E)-4,8-dimethyl-nona-3,7-dienyl)-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindin-1-yl]-amine

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / diisobutylaluminium hydride / toluene / 1.5 h / -78 °C

2: 1) aq.KOH, 2) aq.HCl / 1) EtOH, 95 deg C, 2 h, 2) CH₂Cl₂, 0 deg C to r.t.

3: 98 percent / LiAlH₄ / diethyl ether / 5 h / Ambient temperature

4: 1) Swern oxidation, CH₂Cl₂, 2) 0 deg C

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; diisobutylaluminium hydride; In diethyl ether; toluene;

DOI:10.1021/jo00035a008

upstream raw materials:

1-(carboxymethoxy)cyclopentadiene

(E)-9-iodo-2,6-dimethylnona-2,6-diene

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

Downstream raw materials:

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

(+/-)-23-(Phenylmethoxy)-12,16-cyclo-1,12-secodaphnane

(3α,3aβ,6α,6aα,9aR^*,10S^*)-(+/-)-2,3,3a,6,6a,7,8,9-Octahydro-10-methyl-10-(4-methyl-3-pentenyl)-6-<3-(phenylmethoxy)propyl>-3,6-methano-1H-dicyclopentapyridine

<4aα,7aα(E)>-(+/-)-7a-(4,8-Dimethyl-3,7-nonadienyl)-4a,6,7,7a-tetrahydro-4-<3-(phenylmethoxy)propyl>-5H-2-pyrindine