<2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal

Base Information

• Chemical Name: <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal
• CAS No.: 113453-68-2
• Molecular Formula: C₄₃H₆₂O₉
• Molecular Weight: 722.96
• Mol file: 113453-68-2.mol

Synonyms:<2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal

Chemical Property of <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal

There total 6 articles about <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal 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%

<1R,1(2S,5S,5(2R,3R,5S,5(2S,3R,6R))),3R,5S>-1-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-1-hydroxy-3,5,7-trimethyl-1-<(phenylmethoxy)methoxy>-6-octen-2-one (113453-67-1) → <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal (113453-68-2)

Guidance literature:

With 2,3-Dimethyl-2-butene; ozone; Sudan III; In pyridine; methanol; dichloromethane; at -78 ℃;

DOI:10.1021/ja00216a026

Reference yield:

<1R,1(2S,5S,5(2R,3R,5S,5(2S,3R,6R))),5S>-1-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-hydroxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-1-hydroxy-5,7-dimethyl-3-methylene-6-octen-2-one (113453-65-9) → <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal (113453-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / H₂, i-Pr₂EtN / (Ph₃P)3RhCl / toluene / 4.5 h / 760 Torr

2: PPTS, Et₃N / methanol / 20 h / 0 °C

3: 1,8-bis(dimethylamino)naphthalene / acetonitrile / 25 deg C, 7 h; 45 deg C, 1h

4: 93 percent / O₃, Sudan III indicator, tetramethylethylene / methanol; CH₂Cl₂; pyridine / -78 °C

With 2,3-Dimethyl-2-butene; hydrogen; pyridinium p-toluenesulfonate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; Sudan III; Wilkinson's catalyst; In pyridine; methanol; dichloromethane; toluene; acetonitrile;

DOI:10.1021/ja00216a026

Reference yield:

(1R,5S)-1-[(2S,5S,2'R,3'R,5'S)-5'-((2R,5R,6S)-5-Benzyloxy-6-ethyl-5-methyl-tetrahydro-pyran-2-yl)-2'-(N',N'-dimethyl-hydrazino)-2,3',5'-trimethyl-octahydro-[2,2']bifuranyl-5-yl]-1-(1-methoxy-1-methyl-ethoxy)-5,7-dimethyl-3-methylene-oct-6-en-2-one (113453-64-8,113531-37-6) → <2S,4R,6R,6(2S,5S,5(2R,3R,5S,5(2S,3R,6R)))>-6-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-2,4-dimethyl-5-oxo-6-<(phenylmethoxy)methoxy>hexanal (113453-68-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / 1N aq. NaHSO₄ / pentane; CH₂Cl₂ / 7 h / Ambient temperature

2: 90 percent / H₂, i-Pr₂EtN / (Ph₃P)3RhCl / toluene / 4.5 h / 760 Torr

3: PPTS, Et₃N / methanol / 20 h / 0 °C

4: 1,8-bis(dimethylamino)naphthalene / acetonitrile / 25 deg C, 7 h; 45 deg C, 1h

5: 93 percent / O₃, Sudan III indicator, tetramethylethylene / methanol; CH₂Cl₂; pyridine / -78 °C

With sodium hydrogen sulfate; 2,3-Dimethyl-2-butene; hydrogen; pyridinium p-toluenesulfonate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; Sudan III; Wilkinson's catalyst; In pyridine; methanol; dichloromethane; toluene; acetonitrile; pentane;

DOI:10.1021/ja00216a026

upstream raw materials:

<1R,1(2S,5S,5(2R,3R,5S,5(2S,3R,6R))),3R,5S>-1-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-methoxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-1-hydroxy-3,5,7-trimethyl-1-<(phenylmethoxy)methoxy>-6-octen-2-one

benzyl bromomethyl ether

<1R,1(2S,5S,5(2R,3R,5S,5(2S,3R,6R))),5S>-1-<5-<5-<2-ethyl-3-methyl-3-(phenylmethoxy)tetrahydropyran-2-yl>-2-hydroxy-3,5-dimethyltetrahydrofuran-2-yl>-5-methyltetrahydrofuran-2-yl>-1-hydroxy-5,7-dimethyl-3-methylene-6-octen-2-one

(1R,3R,5S)-1-[(2S,5S,2'R,3'R,5'S)-5'-((2R,5R,6S)-5-Benzyloxy-6-ethyl-5-methyl-tetrahydro-pyran-2-yl)-2'-methoxy-2,3',5'-trimethyl-octahydro-[2,2']bifuranyl-5-yl]-1-hydroxy-3,5,7-trimethyl-oct-6-en-2-one

Downstream raw materials:

C₈₅H₁₁₈O₁₆

C₈₅H₁₁₈O₁₆