Furan, 2-[(2R)-2,4-bis(phenylmethoxy)butyl]-5-ethoxytetrahydro-3-methyl-, (2R,3S)-

Base Information

Chemical Name:Furan, 2-[(2R)-2,4-bis(phenylmethoxy)butyl]-5-ethoxytetrahydro-3-methyl-, (2R,3S)-
CAS No.:667865-79-4
Molecular Formula:C25H34O4
Molecular Weight:398.543
Hs Code.:

Synonyms:

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Chemical Property of Furan, 2-[(2R)-2,4-bis(phenylmethoxy)butyl]-5-ethoxytetrahydro-3-methyl-, (2R,3S)-

Chemical Property:

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Technology Process of Furan, 2-[(2R)-2,4-bis(phenylmethoxy)butyl]-5-ethoxytetrahydro-3-methyl-, (2R,3S)-

There total 7 articles about Furan, 2-[(2R)-2,4-bis(phenylmethoxy)butyl]-5-ethoxytetrahydro-3-methyl-, (2R,3S)- 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: 93.0%

: 667865-78-3
5,7-di(benzyloxy)-3-(2-bromo-1-ethoxyethoxy)-(3R,5R)-1-heptene

: 667865-79-4
5-[2,4-di(benzyloxy)-(2R)-butyl]-2-ethoxy-4-methyl-(4S,5R)-2H,3H,4H-furan

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1016/j.tetasy.2003.10.038

Reference yield:

: 94426-72-9
2-(2-(benzyloxy)ethyl)oxirane

: 667865-79-4
5-[2,4-di(benzyloxy)-(2R)-butyl]-2-ethoxy-4-methyl-(4S,5R)-2H,3H,4H-furan

Guidance literature:: Multi-step reaction with 10 steps

1: 44 percent / cobalt(II) complex with chiral cyclohexanediamine; H₂O / 25 h / 0 - 20 °C

2: 90 percent / n-butyllithium; BF₃*OEt₂ / hexane; tetrahydrofuran / 3 h / -78 °C

3: 97 percent / NaH; TBAI / tetrahydrofuran / 0 - 20 °C

4: 96.8 percent / para-toluenesulphonic acid / methanol / 2 h / 20 °C

5: 89.6 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

6: 89.8 percent / D-(-)-diisopropyl tartrate; Ti(OⁱPr)4; TBHP / activated molecular sieves 4 Angstroem / CH₂Cl₂; 2,2,4-trimethyl-pentane / 12 h / -20 °C

7: 95 percent / I₂; triphenylphosphine; imidazole / acetonitrile; diethyl ether / 0.33 h / 0 °C

8: 91.6 percent / Zn; NaI / methanol / 8 h / Heating

9: 89.8 percent / NBS / CH₂Cl₂ / 5 h / 0 °C

10: 93 percent / n-tributyltinhydride; azobisisobutyronitrile / toluene / 2 h / Heating

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; 2,2'-azobis(isobutyronitrile); cobalt(II) complex with chiral cyclohexanediamine; boron trifluoride diethyl etherate; water; iodine; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; triphenylphosphine; sodium iodide; zinc; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; toluene; acetonitrile; 6: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2003.10.038

Reference yield:

: 667865-73-8
5,7-di(benzyloxy)-(5S)-2-heptynyl alcohol

: 667865-79-4
5-[2,4-di(benzyloxy)-(2R)-butyl]-2-ethoxy-4-methyl-(4S,5R)-2H,3H,4H-furan

Guidance literature:: Multi-step reaction with 6 steps

1: 89.6 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

2: 89.8 percent / D-(-)-diisopropyl tartrate; Ti(OⁱPr)4; TBHP / activated molecular sieves 4 Angstroem / CH₂Cl₂; 2,2,4-trimethyl-pentane / 12 h / -20 °C

3: 95 percent / I₂; triphenylphosphine; imidazole / acetonitrile; diethyl ether / 0.33 h / 0 °C

4: 91.6 percent / Zn; NaI / methanol / 8 h / Heating

5: 89.8 percent / NBS / CH₂Cl₂ / 5 h / 0 °C

6: 93 percent / n-tributyltinhydride; azobisisobutyronitrile / toluene / 2 h / Heating

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; D-(-)-diisopropyl tartrate; triphenylphosphine; sodium iodide; zinc; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; toluene; acetonitrile; 2: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2003.10.038