2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

Base Information

Chemical Name:2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile
CAS No.:1025999-92-1
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

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Chemical Property of 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

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Technology Process of 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

There total 2 articles about 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile 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: 71.0%

: 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-cyclopent-3-enecarbonitrile

: 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-3-hydroxy-cyclopentanecarbonitrile

: 1025999-92-1
2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

Guidance literature:: 2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-cyclopent-3-enecarbonitrile; With mercury(II) diacetate; In tetrahydrofuran;

With sodium hydroxide; sodium tetrahydroborate;
DOI:10.1055/s-2006-941575

Reference yield:

: 908369-93-7
2-(2-benzyloxy-1-hydroxy-ethyl)-cyclopent-3-enecarbonitrile

: 1025999-92-1
2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / i-Pr₂NEt / CH₂Cl₂

2.1: aq. Hg(OAc)2 / tetrahydrofuran

2.2: 71 percent / NaOH; NaBH₄

With mercury(II) diacetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2006-941575

Reference yield:

: 1025999-92-1
2-[2-benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-4-hydroxy-cyclopentanecarbonitrile

: C₃₀H₄₁Cl₃O₁₀

Guidance literature:: Multi-step reaction with 9 steps

1: i-Pr₂NEt / CH₂Cl₂

2: DIBAL-H / hexane; CH₂Cl₂

3: KHMDS / 1,2-dimethoxy-ethane / -78 - 20 °C

4: Li; naphthalene / tetrahydrofuran

5: (COCl)2; DMSO; Et₃N / CH₂Cl₂

6: NaH / tetrahydrofuran

7: aq. NaOH / tetrahydrofuran; methanol / 60 °C

8: TBAF / tetrahydrofuran / 20 °C

9: Et₃N / tetrahydrofuran / 20 °C

With sodium hydroxide; oxalyl dichloride; naphthalene; tetrabutyl ammonium fluoride; lithium; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; 3: Julia-Kocienski coupling / 5: Swern oxidation / 6: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-2006-941575