(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde

Base Information

• Chemical Name: (1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde
• CAS No.: 1220117-27-0
• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.493

Synonyms:(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde

Chemical Property of (1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde

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Technology Process of (1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde

There total 1 articles about (1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde 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: 89.0%

{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}methanol (1220117-26-9) → (1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde (1220117-27-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -60 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200901233

Reference yield: 38.0%

(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentanecarbaldehyde (1220117-27-0) + 3-iodoacrylic acid methyl ester (6213-88-3,6214-23-9,89033-13-6) → methyl (2E,4R)-4-hydroxy-4-{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}but-2-enoate (1220117-28-1) + methyl (2E,4S)-4-hydroxy-4-{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}but-2-enoate (1220117-29-2)

Guidance literature:

With chromium dichloride; nickel dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1002/ejoc.200901233

upstream raw materials:

{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}methanol

Downstream raw materials:

methyl (2E,4R)-4-hydroxy-4-{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}but-2-enoate

methyl (2E,4S)-4-hydroxy-4-{(1R,2S,4S)-2-{(E)-6-[(4-methoxybenzyl)oxy]hex-1-enyl}-4-(methoxymethoxy)cyclopentyl}but-2-enoate

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