Methanesulfonic acid (2S,3R,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-nonyl ester

Base Information

• Chemical Name: Methanesulfonic acid (2S,3R,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-nonyl ester
• CAS No.: 123219-48-7
• Molecular Formula: C₄₆H₇₆O₉SSi
• Molecular Weight: 833.256

Synonyms:

Chemical Property of Methanesulfonic acid (2S,3R,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-nonyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of Methanesulfonic acid (2S,3R,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-nonyl ester

There total 4 articles about Methanesulfonic acid (2S,3R,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-nonyl 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:

(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) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (2S,3R,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-nonyl ester (123219-48-7)

Guidance literature:

With triethylamine; In acetonitrile; at -40 ℃; for 0.166667h;

DOI:10.1007/BF00953721

Reference yield:

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal (123219-41-0) → Methanesulfonic acid (2S,3R,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-nonyl ester (123219-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 17.4 percent / lithium diisopropylamide / tetrahydrofuran / -78 °C / 1) 30 min, 2) 15 min

2: LiAlH₄ / diethyl ether / 0.25 h / 20 °C

3: triethylamine / acetonitrile / 0.17 h / -40 °C

With lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1007/BF00953721

Reference yield:

(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) → Methanesulfonic acid (2S,3R,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-nonyl ester (123219-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 17.4 percent / lithium diisopropylamide / tetrahydrofuran / -78 °C / 1) 30 min, 2) 15 min

2: LiAlH₄ / diethyl ether / 0.25 h / 20 °C

3: triethylamine / acetonitrile / 0.17 h / -40 °C

With lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1007/BF00953721

upstream raw materials:

(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

methanesulfonyl chloride

(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)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-ol

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