β-tributylstannylpropionaldehyde

Base Information

• Chemical Name: β-tributylstannylpropionaldehyde
• CAS No.: 82994-41-0
• Molecular Formula: C₁₅H₃₂OSn
• Molecular Weight: 347.128
• Mol file: 82994-41-0.mol

Synonyms:β-tributylstannylpropionaldehyde

Chemical Property of β-tributylstannylpropionaldehyde

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of β-tributylstannylpropionaldehyde

There total 9 articles about β-tributylstannylpropionaldehyde 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: 76.0%

tri-n-butyl-tin hydride (688-73-3) + propargyl alcohol (107-19-7) → (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + 2-(tributylstannyl)prop-2-en-1-ol (84666-30-8) + (Z)-3-(tributylstannanyl)prop-2-en-1-ol (74141-12-1,74141-13-2,81925-29-3)

Guidance literature:

With catalyst: azobis(isobutyronitrile); In neat (no solvent); catalyst addn. to mixt. of Bu3SnH and propargyl acolhol under argon, stirring (2 h, 80°C); flash chromy. (silica gel column, ethyl acetate/hexane);

DOI:10.1021/ja00058a001

Reference yield: 73.0%

tri-n-butyl-tin hydride (688-73-3) + propargyl alcohol (107-19-7) → (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In hexane; at 20 ℃; for 24h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201901069

Reference yield: 66.0%

tri-n-butyl-tin hydride (688-73-3) + tert-Butyldimethyl(prop-2-ynyloxy)silane (76782-82-6) → (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2)

Guidance literature:

tri-n-butyl-tin hydride; tert-Butyldimethyl(prop-2-ynyloxy)silane; With 2,2'-azobis(isobutyronitrile); at 80 ℃; for 2h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;

upstream raw materials:

tri-n-butyl-tin hydride

propargyl alcohol

azobisisobutyronitrile

methyl (E)-3-(tributylstannyl)acrylate

Downstream raw materials:

2-cyclopropyl-1-phenylethanone

(6R,7R)-3-((E)-Buta-1,3-dienyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(6R,7R)-7-{2-[(Z)-1-tert-Butoxycarbonyl-1-methyl-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-((E)-4-hydroxy-but-2-enyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Refernces

• 1、 Connor, Kieran P. E.,Horvath, Kelsey L.,Magann, Nicholas L.,Sherburn, Michael S.,Sowden, Madison J.,Westley, Erin. "Substituted Tetraethynylethylene–Tetravinylethylene Hybrids". supporting information. p. 977 - 986. Retrieved 2022/02/03.
• 2、 Horino, Yoshikazu,Sakamoto, Juri,Murakami, Miki,Sugata, Miki. "Synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by a palladium-catalyzed three-component reaction". supporting information. p. 1323 - 1327. Retrieved 2020/08/21.