5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

Base Information

Chemical Name:5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol
CAS No.:1026356-33-1
Molecular Formula:C₂₃H₃₀O₄
Molecular Weight:370.489
Hs Code.:

Synonyms:5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

Chemical Property:

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Technology Process of 5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

There total 8 articles about 5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol 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: 89.9%

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

: 1026356-33-1
5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

Guidance literature:: With acetic acid; for 4h; Heating;
DOI:10.1016/j.tetasy.2003.10.038

Reference yield:

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

: 1026356-33-1
5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

Guidance literature:: Multi-step reaction with 11 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

11: 89.9 percent / aq. AcOH / 4 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; acetic 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

: 1026356-33-1
5-[2,4-di(benzyloxy)-(2R)-butyl]-4-methyl-(4S,5R)-2H,3H,4H-furanol

Guidance literature:: Multi-step reaction with 7 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

7: 89.9 percent / aq. AcOH / 4 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; acetic acid; 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