3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol

Base Information

• Chemical Name: 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol
• CAS No.: 371158-20-2
• Molecular Formula: C₃₀H₃₂O₂Si
• Molecular Weight: 452.668

Synonyms:3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol

Chemical Property of 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol

Chemical Property:

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Technology Process of 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol

There total 2 articles about 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-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: 80.0%

(tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester (148204-86-8) + phenylacetylene (536-74-3) → 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol (371158-20-2)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

(tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1002/ejoc.200700681

Reference yield:

(tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester (148204-86-8) + lithium phenylacetylide (4440-01-1) → 3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol (371158-20-2)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)01112-1

Reference yield: 90.0%

3-[(tert-butyldimethylsilyloxy)phenylmethyl]-1,5-diphenyl-1,4-pentadiyn-3-ol (371158-20-2) → 3-iodo-2,5-diphenyl-4-(phenylethynyl)furan

Guidance literature:

With iodine; sodium hydrogencarbonate; In acetonitrile; for 1h;

DOI:10.1016/S0040-4039(01)01112-1

upstream raw materials:

(tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester

lithium phenylacetylide

phenylacetylene

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