(E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester
• CAS No.: 856433-62-0
• Molecular Formula: C₂₆H₄₀O₇
• Molecular Weight: 464.599

Synonyms:(E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

Chemical Property of (E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

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Technology Process of (E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

There total 1 articles about (E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester 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: 74.0%

(Z)-3-((2S,3S)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-oxiranyl)-acrylic acid ethyl ester (856433-61-9) + dimethyl zinc(II) (544-97-8) → (E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester (856433-62-0)

Guidance literature:

With CuCN; In N,N-dimethyl-formamide; toluene; at 10 - 20 ℃; for 3h;

DOI:10.1021/ol050569a

Reference yield: 91.0%

(E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester (856433-62-0) → (E)-(2R,5S,6S,7R,8R)-5,7-Dihydroxy-6-hydroxymethyl-9-(4-methoxy-benzyloxy)-2,4,8-trimethyl-non-3-enoic acid ethyl ester (856433-72-2)

Guidance literature:

With acetic acid; at 50 ℃; for 1h;

DOI:10.1021/ol050569a

Reference yield: 90.0%

(E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester (856433-62-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-5-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester (856433-74-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 80 ℃; for 4.5h;

DOI:10.1021/ol050569a

upstream raw materials:

(Z)-3-((2S,3S)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-oxiranyl)-acrylic acid ethyl ester

dimethyl zinc(II)

Downstream raw materials:

(E)-(2R,5S,6S,7R,8R)-5,7-Dihydroxy-6-hydroxymethyl-9-(4-methoxy-benzyloxy)-2,4,8-trimethyl-non-3-enoic acid ethyl ester

(E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-5-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

(E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-5-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-en-1-ol

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