(2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester

Base Information

• Chemical Name: (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester
• CAS No.: 123219-46-5
• Molecular Formula: C₄₇H₇₆O₉Si
• Molecular Weight: 813.201

Synonyms:

Chemical Property of (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester

There total 2 articles about (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl 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: 17.4%

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal (123219-41-0) + (R)-4-Benzyloxy-4-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentanoic acid methoxymethyl ester (123219-53-4) → (2S,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester (123219-46-5,123287-23-0) + (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester (123219-46-5,123287-23-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; 1) 30 min, 2) 15 min;

DOI:10.1007/BF00953721

Reference yield: 17.4%

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal (123219-41-0) + (R)-4-Benzyloxy-4-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentanoic acid methoxymethyl ester (123219-53-4) → (2S,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester (123219-46-5,123287-23-0) + (2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester (123219-46-5,123287-23-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; 1) 30 min, 2) 15 min;

DOI:10.1007/BF00953721

Reference yield:

(2R,3S,4S,5R,6R,7R)-5-Benzyloxy-2-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,6-dimethyl-nonanoic acid methoxymethyl ester (123219-46-5,123287-23-0) → (2R,4S,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4-hydroxymethyl-6,8-dimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-ol (123219-47-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.25h;

DOI:10.1007/BF00953721

upstream raw materials:

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

(R)-4-Benzyloxy-4-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentanoic acid methoxymethyl ester

Downstream raw materials:

(2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4-hydroxymethyl-6,8-dimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-ol

(3R,4S,5S,6R)-5-Benzyloxy-6-[(2R,4R,5R)-5-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-4-methyl-heptan-3-ol

(R)-2-((4S,5S,6R)-6-{(R)-1-Benzyloxy-2-[(2R,4R,5R)-4-((1R,2S,3S,4R)-2-benzyloxy-4-hydroxy-1,3-dimethyl-hexyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-5-yl]-1-methyl-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propionic acid

{(1R,2R,3R,4R)-3-Benzyloxy-4-[(2R,4R,5R)-5-{(R)-2-benzyloxy-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-propyl}-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-ethyl-2-methyl-pentyloxy}-tert-butyl-dimethyl-silane

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