2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

Base Information

Chemical Name:2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane
CAS No.:667865-76-1
Molecular Formula:C₂₁H₂₅IO₃
Molecular Weight:452.332
Hs Code.:

Synonyms:2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

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Chemical Property of 2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

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Technology Process of 2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

There total 3 articles about 2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane 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:

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

: 667865-76-1
2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; cobalt(II) complex with chiral cyclohexanediamine; boron trifluoride diethyl etherate; water; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; triphenylphosphine; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; 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

: 667865-76-1
2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; iodine; D-(-)-diisopropyl tartrate; triphenylphosphine; 4 A molecular sieve; In tetrahydrofuran; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; acetonitrile; 2: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2003.10.038

Reference yield:

: 667865-71-6
(S)-1-(benzyloxy)-7-(tetrahydro-2H-pyran-2-yloxy)hept-5-yn-3-ol

: 667865-76-1
2,4-di(benzyloxy)-1-[3-iodomethyl-(2R,3S)-oxiran-2-yl]-(2R)-butane

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaH; TBAI / tetrahydrofuran / 0 - 20 °C

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

3: 89.6 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

4: 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

5: 95 percent / I₂; triphenylphosphine; imidazole / acetonitrile; diethyl ether / 0.33 h / 0 °C

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