(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

Base Information

• Chemical Name: (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid
• CAS No.: 250328-27-9
• Molecular Formula: C₂₂H₃₀O₄Si
• Molecular Weight: 386.563
• Mol file: 250328-27-9.mol

Synonyms:(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

Chemical Property of (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

There total 6 articles about (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid 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: 97.0%

(2S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-one (250328-30-4) → (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid (250328-27-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1021/ol990829m

Reference yield: 92.0%

(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one (380909-82-0) → (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid (250328-27-9)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1021/ja011604l

Reference yield: 90.0%

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) + (S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) → (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid (250328-27-9)

Guidance literature:

3-(tert-butyldiphenylsilyloxy)-1-propanal; (S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine;

With lithium hydroxide; dihydrogen peroxide; at 0 ℃;

DOI:10.1021/ol051584i

upstream raw materials:

(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

3-(tert-butyldiphenylsilyloxy)-1-propanal

(S)-4-benzyl-3-propionyl-2-oxazolidinone

(2S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-one

Downstream raw materials:

(2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(Z)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester

C₄₃H₆₀O₄Si₂

C₁₈H₂₂O₄