(3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

Base Information

• Chemical Name: (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester
• CAS No.: 276870-05-4
• Molecular Formula: C₁₄H₃₀O₄Si
• Molecular Weight: 290.475
• Mol file: 276870-05-4.mol

Synonyms:(3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

Chemical Property of (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

There total 1 articles about (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester 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: 78.0%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + methyl (3S)-3,4-dihydroxybutyrate (90414-36-1) → (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester (276870-05-4)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.3762/bjoc.9.175

Reference yield: 76.0%

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester (276870-05-4) → (S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid methyl ester (308240-86-0)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/S0040-4039(00)01241-7

Reference yield: 52.0%

dibenzyl azodicarboxylate (2449-05-0) + (3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester (276870-05-4) → C30H44N2O8Si

Guidance literature:

(3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester; With zinc methyl bromide; In tetrahydrofuran; at 0 ℃; for 1h;

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

dibenzyl azodicarboxylate; In tetrahydrofuran; at -78 ℃; for 1.5h;

DOI:10.1055/s-2005-871954

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

methyl (3S)-3,4-dihydroxybutyrate

Downstream raw materials:

(S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid methyl ester

C₃₆H₅₈N₂O₈Si₂

(4S,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane

(4R,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane