Furan, tetrahydro-2-[(1R)-2-iodo-1-methylethyl]-5-[(2R,3R)-2-(phenylmethoxy)- 3-[(2S,5R)-tetrahydro-5-methyl-2-furanyl]butyl]-, (2R,5S)-

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Chemical Name:Furan, tetrahydro-2-[(1R)-2-iodo-1-methylethyl]-5-[(2R,3R)-2-(phenylmethoxy)- 3-[(2S,5R)-tetrahydro-5-methyl-2-furanyl]butyl]-, (2R,5S)-
CAS No.:919608-40-5
Molecular Formula:C23H35IO3
Molecular Weight:486.434
Hs Code.:

Synonyms:

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Chemical Property of Furan, tetrahydro-2-[(1R)-2-iodo-1-methylethyl]-5-[(2R,3R)-2-(phenylmethoxy)- 3-[(2S,5R)-tetrahydro-5-methyl-2-furanyl]butyl]-, (2R,5S)-

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Technology Process of Furan, tetrahydro-2-[(1R)-2-iodo-1-methylethyl]-5-[(2R,3R)-2-(phenylmethoxy)- 3-[(2S,5R)-tetrahydro-5-methyl-2-furanyl]butyl]-, (2R,5S)-

There total 22 articles about Furan, tetrahydro-2-[(1R)-2-iodo-1-methylethyl]-5-[(2R,3R)-2-(phenylmethoxy)- 3-[(2S,5R)-tetrahydro-5-methyl-2-furanyl]butyl]-, (2R,5S)- 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: 99.0%

: 919608-39-2
2-{5-[2-benzyloxy-3-(5-methyl-tetrahydro-furan-2-yl)-butyl]-tetrahydro-furan-2-yl}-propan-1-ol

: 919608-40-5
C₂₃H₃₅IO₃

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/anie.200602860

Reference yield:

: 919608-15-4
methanesulfonic acid 5-(1-methyl-2-oxo-ethyl)-tetrahydro-furan-2-ylmethyl ester

: 919608-40-5
C₂₃H₃₅IO₃

Guidance literature:: Multi-step reaction with 13 steps

1.1: TiCl₄ / CH₂Cl₂ / 0.25 h / -78 °C

1.2: 95 percent / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 66 percent / lithium aluminum hydride / diethyl ether / 0 - 20 °C

3.1: 90 percent / sodium hexamethyldisilazide / tetrahydrofuran; dimethylformamide / 0 - 20 °C

4.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

4.2: 97 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

5.1: 97 percent / magnesium bromide etherate / CH₂Cl₂ / 1 h / 20 °C

6.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

6.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

7.1: 851 mg / sodium borohydride / methanol / 0 - 20 °C

8.1: 92 percent / TEA / CH₂Cl₂ / 14 h / 0 °C

9.1: 89 percent / PPTS / benzene / 2 h / Heating

10.1: 90 percent / NaI / acetone / 2 h / Heating

11.1: 91 percent / n-Bu₃SnH; Et₃B; air / toluene; hexane / -78 °C

12.1: 100 percent / lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C

13.1: 99 percent / I₂; triphenylphosphine; imidazole / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium borohydride; air; triethyl borane; TEA; iodine; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; titanium tetrachloride; ozone; magnesium bromide ethyl etherate; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1016/j.tet.2007.07.005

Reference yield:

: 919608-31-4
methanesulfonic acid 5-(2-hydroxy-1-methyl-ethyl)-tetrahydro-furan-2-ylmethyl ester

: 919608-40-5
C₂₃H₃₅IO₃

Guidance literature:: Multi-step reaction with 14 steps

1.1: 82 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

2.1: TiCl₄ / CH₂Cl₂ / 0.25 h / -78 °C

2.2: 95 percent / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 66 percent / lithium aluminum hydride / diethyl ether / 0 - 20 °C

4.1: 90 percent / sodium hexamethyldisilazide / tetrahydrofuran; dimethylformamide / 0 - 20 °C

5.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

5.2: 97 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

6.1: 97 percent / magnesium bromide etherate / CH₂Cl₂ / 1 h / 20 °C

7.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

7.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

8.1: 851 mg / sodium borohydride / methanol / 0 - 20 °C

9.1: 92 percent / TEA / CH₂Cl₂ / 14 h / 0 °C

10.1: 89 percent / PPTS / benzene / 2 h / Heating

11.1: 90 percent / NaI / acetone / 2 h / Heating

12.1: 91 percent / n-Bu₃SnH; Et₃B; air / toluene; hexane / -78 °C

13.1: 100 percent / lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C

14.1: 99 percent / I₂; triphenylphosphine; imidazole / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium borohydride; air; triethyl borane; 4 A molecular sieve; TEA; iodine; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; titanium tetrachloride; ozone; magnesium bromide ethyl etherate; triphenylphosphine; pyridinium chlorochromate; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1016/j.tet.2007.07.005