(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

Base Information

Chemical Name:(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol
CAS No.:268750-48-7
Molecular Formula:C₆₉H₉₈O₁₅
Molecular Weight:1167.53
Hs Code.:

(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

Synonyms:(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

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Chemical Property of (3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

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Technology Process of (3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

There total 6 articles about (3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol 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: 96.0%

: 268750-47-6
(2R,6S)-6-Hydroxy-1-[(2S,4R,6S)-6-[(2S,6R)-6-hydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-4-oxo-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octan-4-one

: 268750-48-7
(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetone; at 0 ℃; for 24h;
DOI:10.1021/ol0056325

Reference yield:

: 2403-58-9
4-methoxybenzaldehyde diethylacetal

: 268750-48-7
(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 67 percent / camphorulfonic acid / CH₂Cl₂ / 2 h / 40 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 92 percent / PPh₃ / CH₂Cl₂ / -78 - 0 °C

3.1: 63 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / -78 °C

5.1: (cyclohexyl)2BCl; Et₃N / diethyl ether / 3 h / 0 °C

5.2: 72 percent / diethyl ether / 120 h / -90 °C

6.1: 96 percent / Me₄N(AcO)3BH / acetone / 24 h / 0 °C

With camphor-10-sulfonic acid; boron trifluoride diethyl etherate; dicyclohexylboron chloride; ozone; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetone; 1.1: Etherification / 2.1: Ozonolysis / 2.2: Ring cleavage / 3.1: Mukaiyama aldol addition / 4.1: Etherification / 5.1: Substitution / 5.2: Condensation / 6.1: Reduction;
DOI:10.1021/ol0056325

Reference yield:

: 268750-44-3
[(2S,4S,6R)-2-(4-Methoxy-phenyl)-5,5-dimethyl-6-(2-oxo-ethyl)-[1,3]dioxan-4-yl]-acetaldehyde

: 268750-48-7
(3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 63 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / -78 °C

3.1: (cyclohexyl)2BCl; Et₃N / diethyl ether / 3 h / 0 °C

3.2: 72 percent / diethyl ether / 120 h / -90 °C

4.1: 96 percent / Me₄N(AcO)3BH / acetone / 24 h / 0 °C

With boron trifluoride diethyl etherate; dicyclohexylboron chloride; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetone; 1.1: Mukaiyama aldol addition / 2.1: Etherification / 3.1: Substitution / 3.2: Condensation / 4.1: Reduction;
DOI:10.1021/ol0056325