(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Base Information

Chemical Name:(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester
CAS No.:954406-25-8
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

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Chemical Property of (1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

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Technology Process of (1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

There total 7 articles about (1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester 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: 77.0%

: 100-39-0
benzyl bromide

: 727428-94-6
(1S,2R,5R)-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

: 954406-25-8
(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: (1S,2R,5R)-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -30 ℃;

benzyl bromide; In tetrahydrofuran; hexane;
DOI:10.1021/ol049696h

Reference yield:

: (R)-1-((1S,2S,5R)-1-Ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-ethane-1,2-diol

: 954406-25-8
(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium metaperiodate; RuCl₃*3H₂O / CCl₄; H₂O; acetonitrile / 20 °C

2.1: 220 mg / diethyl ether

3.1: LDA / tetrahydrofuran; hexane / -78 - -30 °C

3.2: 74 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C

With ruthenium trichloride; sodium periodate; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; water; acetonitrile;

Reference yield:

: 727428-88-8
(2R)-2-[(1S,2S,5R)-1-ethoxy-3-oxabicyclo[3.2.0]hept-2-yl]-1,4-dioxa-spiro[4.5]decane

: 954406-25-8
(1S,2R,5R)-2-benzyl-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / H₂O / 20 °C

2.1: sodium metaperiodate; RuCl₃*3H₂O / CCl₄; H₂O; acetonitrile / 20 °C

3.1: 220 mg / diethyl ether

4.1: LDA / tetrahydrofuran; hexane / -78 - -30 °C

4.2: 74 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C

With ruthenium trichloride; sodium periodate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; water; acetonitrile;