(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

Base Information

Chemical Name:(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane
CAS No.:848737-90-6
Molecular Formula:C₁₉H₂₉IO₃
Molecular Weight:432.342
Hs Code.:

Synonyms:(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

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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 (2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

Chemical Property:

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Technology Process of (2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

There total 11 articles about (2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane 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: 95.0%

: 848737-98-4
(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

: 848737-90-6
(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2004.12.013

Reference yield:

: 848737-82-6
ethyl (2E,4S,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethyl-2-heptenoate

: 848737-90-6
(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 45 h / 20 °C

2.1: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

3.1: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.1: borane-dimethylsulfide complex / CH₂Cl₂ / 1 h / 0 - 20 °C

4.2: 70 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 0 °C

5.1: 91 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

6.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7.1: 95 percent / iodine; triphenylphosphine; imidazole / benzene / 2 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; methanesulfonamide; dimethylsulfide borane complex; AD-mix-β; tetrabutyl ammonium fluoride; iodine; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/j.tet.2004.12.013

Reference yield:

: 848737-84-8
(2S,3R,4S,6R)-ethyl 7-(t-butyldimethylsilyloxy)-2,3-dihydroxy-4,6-dimethylheptanoate

: 848737-90-6
(2R,3R,4S,6R)-3-benzyloxy-7-iodo-1,2-isopropylidendioxy-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

2.1: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: borane-dimethylsulfide complex / CH₂Cl₂ / 1 h / 0 - 20 °C

3.2: 70 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 0 °C

4.1: 91 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

5.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6.1: 95 percent / iodine; triphenylphosphine; imidazole / benzene / 2 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; iodine; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/j.tet.2004.12.013