(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one
CAS No.:124093-24-9
Molecular Formula:C₃₆H₆₂O₉
Molecular Weight:638.883
Hs Code.:

(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

Synonyms:(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

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Chemical Property of (3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

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Technology Process of (3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

There total 6 articles about (3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one 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: 65.0%

: 124093-23-8
C₄₅H₇₃NO₁₃

: 124093-24-9
(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: With hydrogenchloride; lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 12h;

Reference yield:

: 104987-11-3
Tacrolimus

: 124093-24-9
(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / Pb(OAc)4

2: Li(s-Bu)3BH / tetrahydrofuran / -78 °C

3: 65 percent / LiOH, 10percent HCl / tetrahydrofuran; H₂O / 12 h / 25 °C

With lead(IV) acetate; hydrogenchloride; lithium hydroxide; L-Selectride; In tetrahydrofuran; water;

Reference yield:

: 118949-52-3,124152-71-2,137694-88-3
22(S)-dihydro-FK-506

: 124093-24-9
(3R,5S,6R)-6-[(5E,13E)-(1S,3S,7R,8S,10S,11R,12S)-7-Allyl-8,10,12-trihydroxy-14-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methoxy-3,5,11,13-tetramethyl-tetradeca-5,13-dienyl]-5-methoxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / Pb(OAc)4 / 0 - 25 °C

2: 65 percent / LiOH, 10percent HCl / tetrahydrofuran; H₂O / 12 h / 25 °C

With lead(IV) acetate; hydrogenchloride; lithium hydroxide; In tetrahydrofuran; water;