(2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol

Base Information

• Chemical Name: (2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol
• CAS No.: 133604-13-4
• Molecular Formula: C₂₇H₄₆O₅Si
• Molecular Weight: 478.745
• Mol file: 133604-13-4.mol

Synonyms:

Chemical Property of (2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol

There total 15 articles about (2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol 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: 72.0%

(S)-2-tert-butyl-dimethyl-silanyloxy propanal (87727-28-4) + (R)-4-((E)-(1S,2S)-1-Benzyloxy-5-bromo-2-methyl-pent-3-enyl)-2,2-dimethyl-[1,3]dioxolane (128632-65-5) → (2R,3S,4S,5S,6R,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol (133604-13-4,133695-27-9,133695-30-4)

Guidance literature:

With chromium chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 36h;

DOI:10.1021/ja00011a025

Reference yield: 66.0%

(S)-2-tert-butyl-dimethyl-silanyloxy propanal (87727-28-4) + (R)-4-((E)-(1R,2R)-1-Benzyloxy-5-bromo-2-methyl-pent-3-enyl)-2,2-dimethyl-[1,3]dioxolane (128706-26-3) → (2R,3R,4R,5R,6S,7S)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol (133604-13-4,133695-27-9,133695-30-4)

Guidance literature:

With chromium chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 36h;

DOI:10.1021/ja00011a025

Reference yield: 55.0%

(R)-4-((E)-(1R,2R)-1-Benzyloxy-5-bromo-2-methyl-pent-3-enyl)-2,2-dimethyl-[1,3]dioxolane (128706-26-3) + (2R)-2-(tert-butyldimethylsilyloxy)propanal (74262-56-9,87727-28-4,104501-60-2,111819-71-7) → (2R,3R,4R,5R,6S,7R)-3-O-benzyl-7-O-((tert-butyldimethyl)silyl)-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol (133604-13-4,133695-27-9,133695-30-4)

Guidance literature:

With chromium chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 36h;

DOI:10.1021/ja00011a025

upstream raw materials:

(R)-4-((E)-(1R,2R)-1-Benzyloxy-5-bromo-2-methyl-pent-3-enyl)-2,2-dimethyl-[1,3]dioxolane

(2R)-2-(tert-butyldimethylsilyloxy)propanal

(2R,3R,4R)-3-Benzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol

(2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

Downstream raw materials:

(2R,3R,4R,5R,6S,7R)-3-O-benzyl-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol

(2R,3S,4S,5S,6R,7S)-3-O-benzyl-1,2-O-isopropylidene-4-methyl-5-vinyloctane-1,2,3,6,7-pentol

(2'R,2S,3S,4S,5R)-4-(benzyloxy)-2-((2',2-isopropylidenedioxy)propyl)-3-methyl-5,6-(isopropylidenedioxy)hexanal

(2R,3S,4S,5R,6R,7S)-3-O-benzyl-1,2:6,7-di-O-isopropylidene-4-methyl-5-O-((methylsulfonyl)methyl)octane-1,2,3,6,7-pentol