(2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl

Base Information

• Chemical Name: (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl
• CAS No.: 142810-62-6
• Molecular Formula: C₃₆H₅₀O₈
• Molecular Weight: 610.788

Synonyms:(2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl

Chemical Property of (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl

Chemical Property:

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Technology Process of (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl

There total 2 articles about (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl 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: 83.0%

4-methoxy-benzaldehyde (123-11-5) + (1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,3-Dihydroxy-2-methyl-propyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2-methyl-propane-1,3-diol (140465-00-5,144830-54-6) → (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl (142810-62-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In benzene; Heating;

DOI:10.1016/S0040-4039(00)61090-0

Reference yield: 74.0%

4-methoxy-benzaldehyde (123-11-5) + (1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,3-Dihydroxy-2-methyl-propyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2-methyl-propane-1,3-diol (140465-00-5) → (2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl (142810-62-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In benzene; Heating;

DOI:10.1021/jo00043a010

Reference yield: 96.0%

(2S,3S,6R,2'S,3'S,6'R)-6,6'-Bis-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl (142810-62-6) → (2R,3R)-3-{(2S,3S,6R,2'S,3'S,6'R)-6'-[(1R,2R)-3-Hydroxy-1-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl}-3-(4-methoxy-benzyloxy)-2-methyl-propan-1-ol (142810-59-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -10 ℃;

DOI:10.1021/jo00043a010

upstream raw materials:

4-methoxy-benzaldehyde

(1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,3-Dihydroxy-2-methyl-propyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2-methyl-propane-1,3-diol

(1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,3-Dihydroxy-2-methyl-propyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2-methyl-propane-1,3-diol

Downstream raw materials:

(2R,3R)-3-{(2S,3S,6R,2'S,3'S,6'R)-6'-[(1R,2R)-3-Hydroxy-1-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl}-3-(4-methoxy-benzyloxy)-2-methyl-propan-1-ol

(2S,3R)-3-(4-Methoxy-benzyloxy)-3-{(2S,3S,6R,2'S,3'S,6'R)-6'-[(1R,2S)-1-(4-methoxy-benzyloxy)-2-methyl-3-oxo-propyl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl}-2-methyl-propionaldehyde

(1R,2S)-1-(4-Methoxy-benzyloxy)-1-{(2S,3S,6R,2'S,3'S,6'R)-6'-[(1R,2S)-1-(4-methoxy-benzyloxy)-2-methyl-3-oxo-hex-5-enyl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl}-2-methyl-hex-5-en-3-one

(2R,3R)-3-{(2S,3S,6R,2'S,3'S,6'R)-6'-[(1R,2R)-3-Hydroxy-1-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl}-3-(4-methoxy-benzyloxy)-2-methyl-propan-1-ol

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