(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol

Base Information

• Chemical Name: (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol
• CAS No.: 1167988-49-9
• Molecular Formula: C₂₃H₃₂O₃Si
• Molecular Weight: 384.591
• Mol file: 1167988-49-9.mol

Synonyms:(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol

Chemical Property of (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol

There total 1 articles about (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol 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: 70.0%

(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-enoic acid (1167988-48-8) → (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol (1167988-49-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 3h;

DOI:10.1016/j.tetasy.2009.03.001

Reference yield: 16.0%

(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol (1167988-49-9) → (2S,3Z,5R)-2,6-bis(benzyloxy)-5-fluorohex-3-en-1-ol + (2S,3E,5R)-2,6-bis(benzyloxy)-5-fluorohex-3-en-1-ol (1167988-50-2)

Guidance literature:

With sodium hydrogencarbonate; Selectfluor; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.03.001

Reference yield:

(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-ol (1167988-49-9) + (R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5) → (2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-yl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate (1167988-64-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2009.03.001

upstream raw materials:

(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-enoic acid

Downstream raw materials:

(2S,3E,5R)-2,6-bis(benzyloxy)-5-fluorohex-3-en-1-ol

(2R,3R,4E)-2,6-bis(benzyloxy)-3-(trimethylsilyl)hex-4-en-1-yl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate