3--2-oxo-1-tert-butyldimethylsilyloxy propane

Base Information

• Chemical Name: 3--2-oxo-1-tert-butyldimethylsilyloxy propane
• CAS No.: 160193-12-4
• Molecular Formula: C₁₅H₂₄O₂Si
• Molecular Weight: 264.44
• Mol file: 160193-12-4.mol

Synonyms:3--2-oxo-1-tert-butyldimethylsilyloxy propane

Chemical Property of 3--2-oxo-1-tert-butyldimethylsilyloxy propane

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 3--2-oxo-1-tert-butyldimethylsilyloxy propane

There total 13 articles about 3--2-oxo-1-tert-butyldimethylsilyloxy propane 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: 100.0%

trans-tert-butyldimethyl(((2S,3S)-3-phenyloxiran-2-yl)methoxy)silane (121618-58-4,121701-48-2,145032-20-8) → 3--2-oxo-1-tert-butyldimethylsilyloxy propane (160193-12-4)

Guidance literature:

With [iron(III)(5,10,15,20-tetraphenyl-21H,23H-porphine)] perchlorate; In 1,4-dioxane; at 80 ℃; for 0.5h;

DOI:10.1246/cl.1996.1031

Reference yield: 99.0%

trans-tert-butyldimethyl(((2S,3S)-3-phenyloxiran-2-yl)methoxy)silane (121618-58-4,121701-48-2,145032-20-8) → 3--2-oxo-1-tert-butyldimethylsilyloxy propane (160193-12-4) + 3-[(tert-butyldimethylsilyl)oxy]-2-phenylpropanal (186199-35-9)

Guidance literature:

With [iron(III)(5,10,15,20-tetraphenyl-21H,23H-porphine)] perchlorate; In 1,4-dioxane; at 80 ℃; Product distribution; var.cat.: Mn(tpp)ClO₄, but no reaction with Mn(tpp)Cl,Fe(tpp)Cl, and BF₃*Et₂O; var. solv. CH₂Cl₂, var. time 1 and 48 h;

DOI:10.1246/cl.1996.1031

Reference yield: 93.0%

(1R,2R)-trans-2-[(tert-butyldimethylsilyloxy)methyl]-3-phenyloxirane (121701-48-2) → 3--2-oxo-1-tert-butyldimethylsilyloxy propane (160193-12-4)

Guidance literature:

With gold(III) chloride; silver hexafluoroantimonate; In 1,4-dioxane; at 20 ℃; for 0.25h; regioselective reaction;

DOI:10.1016/j.tetlet.2012.07.056

upstream raw materials:

((2-benzylallyl)oxy)(tert-butyl)dimethylsilane

trans-tert-butyldimethyl(((2S,3S)-3-phenyloxiran-2-yl)methoxy)silane

Z-2--1-tert-butyldimethylsilyloxy ethyl propenoate

E-2--1-tert-butyldimethylsilyloxy ethyl propenoate

Downstream raw materials:

(R)-3-phenylpropane-1,2-diol

(S)-(-)-3-phenyl-1,2-propanediol

2-oxo-3-phenylpropyl acetate

1-hydroxy-3-phenylpropan-2-one

Refernces

• 1、 Gudla, Vanajakshi,Balamurugan, Rengarajan. "AuCl3/AgSbF6-catalyzed rapid epoxide to carbonyl rearrangement". . p. 5243 - 5247. Retrieved 2012/11/07.
• 2、 Suda, Kohji,Kikkawa, Taketoshi,Nakajima, Shin-Ichiro,Takanami, Toshikatsu. "Highly regio- and stereoselective rearrangement of epoxides to aldehydes catalyzed by high-valent metalloporphyrin complex, Cr(TPP)OTf". . p. 9554 - 9555. Retrieved 2007/10/03.