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

Base Information

• Chemical Name: <1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol
• CAS No.: 117959-74-7
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.682
• Mol file: 117959-74-7.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 18 articles about <1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol 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: 98.0%

<4aβ,7aβ(E)>-(+/-)-7a-(4,8-Dimethyl-3,7-nonadienyl)hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one (117959-73-6,118015-93-3,129645-65-4,138383-35-4,138604-13-4,138604-14-5) → <1α(R*S*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol (117959-74-7,118015-94-4,138604-15-6,138604-16-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Ambient temperature;

DOI:10.1021/jo00035a008

Reference yield: 95.0%

7a-(4,8-Dimethyl-3,7-nonadienyl)hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one (117959-73-6,118015-93-3,129645-65-4,138383-35-4,138604-13-4,138604-14-5) → 5-Benzyloxy-2-[(1S,2R)-2-((E)-4,8-dimethyl-nona-3,7-dienyl)-2-hydroxymethyl-cyclopentyl]-pentan-1-ol (117959-74-7,118015-94-4,138604-15-6,138604-16-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo00035a010

Reference yield:

5-Benzyloxy-1-pyrrolidin-1-yl-pentan-1-one (117959-71-4) → <1α(R*S*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol (117959-74-7,118015-94-4,138604-15-6,138604-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / LDA / tetrahydrofuran / -78 - -25 °C

2: 1.) DIBAL; 2.) NaOH / 2.) EtOH, H₂O, 95 deg C

3: 96 percent / LiAlH₄

With sodium hydroxide; lithium aluminium tetrahydride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/ja00234a046

upstream raw materials:

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

5-benzyloxypentanoic acid

5-(phenylmethoxy)pentanoic acid chloride

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

Downstream raw materials:

(1R,2S)-2-(4-Benzyloxy-1-formyl-butyl)-1-((E)-4,8-dimethyl-nona-3,7-dienyl)-cyclopentanecarbaldehyde

(-)-Secodaphniphylline

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

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