(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Base Information

Chemical Name:(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid
CAS No.:188786-24-5
Molecular Formula:C₄₅H₇₂O₉Si
Molecular Weight:785.147
Hs Code.:

(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Synonyms:(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Suppliers and Price of (2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

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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,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Hazard Codes:

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Technology Process of (2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

There total 18 articles about (2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid 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: 99.0%

: 944740-82-3
(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-13-[(benzyloxy)methoxy]-6-[(tert-butyldimethylsilyl)oxy]-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

: 188786-24-5
(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 3.5h;
DOI:10.1016/j.tet.2007.02.044

Reference yield:

: 188786-19-8
(3S,4R,5S,6R,7R,9R,10S,11S,12S,13S,14R)-14-[(benzyloxy)methoxy]-7-[(tert-butyldimethylsilyl)oxy]-4,6-[(4-methoxybenzylidene)dioxy]-3,5,7,9,11,13-hexamethyl-10,12-{[(R)-2,4,6-trimethylbenzylidene]dioxy}hexadecene

: 188786-24-5
(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Guidance literature:: Yield given. Multistep reaction;
DOI:10.1021/ja963575y

Reference yield:

: 188785-99-1
(2S,3R,4R,6R)-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6-trimethylnonan-7-one

: 188786-24-5
(2R,3S,4S,5R,6R,7R,9S,10S,11S,12S,13R)-6-[(tert-butyldimethylsilyl)-oxy]-13-hydroxy-3,5-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6,8,10,12-hexamethyl-9,11-{[(R)-2,4,6-trimethylbenzylidene]dioxy}pentadecanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 - -15 °C

1.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 73 percent / acetic acid; Me₄NBH₄ / acetonitrile / 70 h / -10 - -6 °C

3.1: 83 percent / (+)-10-camphorsulfonic acid / CH₂Cl₂ / 3 h / 20 °C

4.1: 88 percent / acetic acid; tetrabutylammonium fluoride / tetrahydrofuran / 40 h / 20 °C

5.1: 96 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one; pyridine / CH₂Cl₂ / 2 h / 20 °C

6.1: 69 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / -78 °C

7.1: 91 percent / molecular sieves 3 Angstroem; DDQ / CH₂Cl₂ / 0.5 h / 20 °C

8.1: ozone; pyridine; Sudan III / CH₂Cl₂ / -78 °C

8.2: 85 percent / triphenylphosphine / CH₂Cl₂ / 2 h / 20 °C

9.1: 100 percent / Na₂HPO₄; m-CPBA / tetrahydrofuran; H₂O / 15 h / 20 °C

10.1: 99 percent / hydrogen / palladium on charcoal / methanol; tetrahydrofuran / 3.5 h / 20 °C

With pyridine; disodium hydrogenphosphate; oil scarlet; 3 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tetramethylammonium borohydride; Dess-Martin periodane; ozone; acetic acid; (+)-10-camphorsulfonic acid; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 5.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2007.02.044