(((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane
• CAS No.: 1228675-56-6
• Molecular Formula: C₁₉H₃₂O₂Si
• Molecular Weight: 320.547
• Mol file: 1228675-56-6.mol

Synonyms:(((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane

Chemical Property of (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane

There total 4 articles about (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane 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: 68.0%

trans-2-Butene (624-64-6) + benzyloxyacetoaldehyde (60656-87-3) + t-butyldimethylsiyl triflate (69739-34-0) → (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane (1228675-56-6)

Guidance literature:

trans-2-Butene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -78 - -50 ℃; Inert atmosphere;

With B-chlorodiisopinocampheylborane; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 2h; Inert atmosphere;

benzyloxyacetoaldehyde; t-butyldimethylsiyl triflate; Further stages;

DOI:10.1002/chem.201204545

Reference yield: 48.0%

t-butyldimethylsiyl triflate (69739-34-0) + (2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-ol → (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane (1228675-56-6)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 4 - 20 ℃; for 6h;

DOI:10.1002/anie.201906514

Reference yield:

benzyloxyacetoaldehyde (60656-87-3) → (((2R,3R)-1-(benzyloxy)-3-methylpent-4-en-2-yl)oxy)(tert-butyl)dimethylsilane (1228675-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran / -78 °C

1.2: 4 h / -78 °C

1.3: 1 h / Reflux

2.1: 2,6-dimethylpyridine / dichloromethane / 6 h / 4 - 20 °C

With 2,6-dimethylpyridine; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201906514

upstream raw materials:

tert-butyldimethylsilyl chloride

trans-2-Butene

benzyloxyacetoaldehyde

t-butyldimethylsiyl triflate

Downstream raw materials:

(((2R,3R)-1-(benzyloxy)-3-methyl-7-(trimethylsilyl)hept-6-yn-2-yl)oxy)(tert-butyl)dimethylsilane

(2S,3R)-4-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylbutanal

(3S)-3r-amino-5t-hydroxymethyl-4c-methyl-dihydro-furan-2-one

5-((2S,6R,7R,E)-6-(tert-butyldimethylsilyloxy)-2,7-dimethylnon-4-enylsulfonyl)-1-phenyl-1H-tetrazole