((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

Base Information

Chemical Name:((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol
CAS No.:954406-28-1
Molecular Formula:C₁₆H₂₂O₃
Molecular Weight:262.349
Hs Code.:

Synonyms:((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

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Chemical Property of ((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

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Technology Process of ((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

There total 9 articles about ((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol 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:

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

: 954406-28-1
((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

Guidance literature:: Multi-step reaction with 4 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

4.1: 90 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; 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

: 954406-28-1
((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

Guidance literature:: Multi-step reaction with 5 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

5.1: 90 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

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

Reference yield:

: 727428-80-0
1-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-ethoxy-prop-2-en-1-ol

: 954406-28-1
((1S,2R,5R)-2-Benzyl-1-ethoxy-3-oxa-bicyclo[3.2.0]hept-2-yl)-methanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 81 percent / NaH; HMPA / tetrahydrofuran

2.1: 53 percent / copper(I) trifluoromethanesulfonate / diethyl ether / 6 h / Irradiation

3.1: 300 mg / aqueous acetic acid / 24 h / 20 °C

4.1: sodium metaperiodate / RuCl₃*xH₂O / acetonitrile; CCl₄; H₂O / 1.5 h / 20 °C

5.1: 220 mg / diethyl ether

6.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / -78 - -30 °C

6.2: 77 percent / tetrahydrofuran; hexane

7.1: 89 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; acetic acid; diisopropylamine; ruthenium trichloride; copper(I) triflate; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; water; acetonitrile;
DOI:10.1021/ol049696h