2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

Base Information

Chemical Name:2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester
CAS No.:159102-46-2
Molecular Formula:C₂₅H₄₄O₅Si
Molecular Weight:452.707
Hs Code.:

Synonyms:2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

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Chemical Property of 2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

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Technology Process of 2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

There total 4 articles about 2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl 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: 84.0%

: 3587-60-8
Benzyloxymethyl chloride

: 159102-45-1
2,2-dimethylpropanoic acid (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-hydroxy-2-methylpentanyl ester

: 159102-46-2
2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

Guidance literature:: With Proton Sponge; sodium iodide; In 1,2-dimethoxyethane; for 24h; Ambient temperature;
DOI:10.1021/ja00090a016

Reference yield:

: 96481-55-9,2088-07-5
2-methylpent-1-en-3-ol

: 159102-46-2
2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Ti(O-i-Pr)4, t-BuOOH, 4A-molecular sieves, diisopropyl D-tartarate / 1.) CH₂Cl₂, 2,2,4-trimethylpentane, -20 deg C, 30 min, 2.) CH₂Cl₂, 2,2,4-trimethylpentane, -20 deg C, 11 h

2: 63 percent / Ti(O-i-Pr)4 / CH₂Cl₂ / 40 h / Ambient temperature

3: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

4: 84 percent / NaI, Proton Sponge / 1,2-dimethoxy-ethane / 24 h / Ambient temperature

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; Proton Sponge; 4 A molecular sieve; D-(-)-diisopropyl tartrate; sodium iodide; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00090a016

Reference yield:

: 159170-70-4
(2S,3R)-1,2-epoxy-2-methylpentan-3-ol

: 159102-46-2
2,2-dimethylpropanoic acid (2S,3R)-2-<(benzyloxy)methoxy>-2-methyl-3-<(tert-butyldimethylsilyl)oxy>pentanyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / Ti(O-i-Pr)4 / CH₂Cl₂ / 40 h / Ambient temperature

2: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

3: 84 percent / NaI, Proton Sponge / 1,2-dimethoxy-ethane / 24 h / Ambient temperature

With 2,6-dimethylpyridine; titanium(IV) isopropylate; Proton Sponge; sodium iodide; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00090a016