(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

Base Information

Chemical Name:(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol
CAS No.:850816-18-1
Molecular Formula:C₆₈H₇₀O₈
Molecular Weight:1015.3
Hs Code.:

Synonyms:(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

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Chemical Property of (2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

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Technology Process of (2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

There total 18 articles about (2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol 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: 100.0%

: 850816-10-3
(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-yl acetate

: 850816-18-1
(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1021/ja042727j

Reference yield:

: 850816-15-8
(2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-yl formate

: 850816-18-1
(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

2: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3: 78 percent / LiBr; L-selectride / tetrahydrofuran / -78 - 20 °C

4: 93 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

5: 79 percent / DDQ; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 0.25 h / 0 °C

6: 78 percent / TMSOTf / tetrahydrofuran / -35 - -5 °C / pH 7

7: 100 percent / K₂CO₃ / tetrahydrofuran; methanol / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; L-Selectride; potassium carbonate; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; dmap; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja042727j

Reference yield:

: (E)-1-(4-benzyloxyphenyl)-3-(4-benzyloxy-2-hydroxyphenyl)propene

: 850816-18-1
(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / imidazole / dimethylformamide / 20 °C

2: 84 percent / AD-Mix α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 °C

3: 92 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / 20 °C

4: 100 percent / tert-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5: 89 percent / triethyl orthoformate; pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 2 h / 60 °C

6: 98 percent / K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

7: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

8: 78 percent / LiBr; L-selectride / tetrahydrofuran / -78 - 20 °C

9: 93 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

10: 79 percent / DDQ; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 0.25 h / 0 °C

11: 78 percent / TMSOTf / tetrahydrofuran / -35 - -5 °C / pH 7

12: 100 percent / K₂CO₃ / tetrahydrofuran; methanol / 20 °C

With 1H-imidazole; dmap; AD-mix-α; methanesulfonamide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; L-Selectride; potassium carbonate; Dess-Martin periodane; orthoformic acid triethyl ester; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; dmap; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja042727j