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

Base Information

• Chemical Name: Methyl <1α,1(Z),2α(S^*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate
• CAS No.: 138435-53-7
• Molecular Formula: C₄₁H₅₇NO₅
• Molecular Weight: 643.907

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

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

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

There total 1 articles about Methyl <1α,1(Z),2α(S^*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-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) + 1-Iodo-8-methyl-4-<(phenylmethoxy)methyl>-3,7-nonadiene (138435-40-2,138435-41-3) + 5-Benzyloxy-1-pyrrolidin-1-yl-pentan-1-one (117959-71-4) → 8-Methyl-4-<(phenylmethoxy)methyl>-1,3,7-nonatriene (138435-49-1,138435-50-4) + Methyl <1α,1(Z),2α(S*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (138435-53-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00035a011

Reference yield:

Methyl <1α,1(Z),2α(S*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (138435-53-7) → <1α,1(Z),2α(S*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanemethanol (138435-54-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 3.5h; Yield given;

DOI:10.1021/jo00035a011

Reference yield:

Methyl <1α,1(Z),2α(S*)>-(+/-)-1-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-<4-(phenylmethoxy)-1-(1-pyrrolidinylcarbonyl)butyl>cyclopentanecarboxylate (138435-53-7) → <1α,2α,2(Z)>-(+/-)-2-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol (138435-39-9,138513-46-9)

Guidance literature:

Multi-step reaction with 3 steps

1: DIBAL / toluene / 3.5 h / -78 °C

2: 1.) 5N KOH, 2.) 4N HCl / 1.) ethanol, 95 deg C, 1 h, 2.) CH₂Cl₂, 0 deg C to rt, 30 min

3: LiAlH₄ / diethyl ether / 1.) 0 deg C, 15 min, 2.) room temperature, 4.5 h

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

DOI:10.1021/jo00035a011

upstream raw materials:

1-(carboxymethoxy)cyclopentadiene

1-Iodo-8-methyl-4-<(phenylmethoxy)methyl>-3,7-nonadiene

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

Downstream raw materials:

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

<1α,2α,2(Z)>-(+/-)-2-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol

<4α,4aβ,7a(Z)>-(+/-)-7a-<8-Methyl-4-<(phenylmethoxy)methyl>-3,7-nonadienyl>hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one

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