(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

Base Information

Chemical Name:(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether
CAS No.:93929-66-9
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:

Synonyms:(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

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Chemical Property of (1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

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Technology Process of (1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

There total 14 articles about (1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether 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: 81.0%

: 93929-65-8
[(1R,2R,4R)-2-(1,2-Dibromo-ethyl)-4-(2-methoxy-ethoxymethoxy)-cyclopentylmethoxymethyl]-benzene

: 93929-66-9
(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

Guidance literature:: With sodium amide; ferric nitrate; In tetrahydrofuran; for 0.5h;
DOI:10.1016/S0040-4020(01)91304-3

Reference yield:

: (3S,5S)-6-(1-ethoxyethoxy)-5-hydroxy-3-vinylhexanenitrile

: 93929-66-9
(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

2: 94 percent / 75percent AcOH / 0.5 h / 35 °C

3: 83 percent / pyridine / 8 h / 0 °C

5: 1.15 mg / LiAlH₄ / diethyl ether / 60 h / 0 °C

6: 96 percent / NaH / dimethylformamide / Ambient temperature

7: 1.43 g / pyridinum bromide perbromide / CHCl₃ / 0.67 h / 0 °C

8: 81 percent / NaNH₂, Fe(NO₃)3 / tetrahydrofuran / 0.5 h

With lithium aluminium tetrahydride; pyridinium hydrobromide perbromide; sodium hydride; sodium amide; acetic acid; ferric nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)91304-3

Reference yield:

: 93929-63-6
[(1R,2S,4S)-4-(2-Methoxy-ethoxymethoxy)-2-vinyl-cyclopentyl]-methanol

: 93929-66-9
(1R,2S,4S)-2-ethynyl-4-(2-methoxyethoxymethoxy)-1-cyclopentylmethyl benzyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaH / dimethylformamide / Ambient temperature

2: 1.43 g / pyridinum bromide perbromide / CHCl₃ / 0.67 h / 0 °C

3: 81 percent / NaNH₂, Fe(NO₃)3 / tetrahydrofuran / 0.5 h

With pyridinium hydrobromide perbromide; sodium hydride; sodium amide; ferric nitrate; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)91304-3