benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

Base Information

Chemical Name:benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate
CAS No.:135677-47-3
Molecular Formula:C₁₉H₃₂O₃Si
Molecular Weight:336.547
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

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Technology Process of benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

There total 9 articles about benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate 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: 91.0%

: 113956-82-4
benzyl (2R,3S)-2-hydroxy-3-methylpentanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 135677-47-3
benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

Guidance literature:: In N,N-dimethyl-formamide; for 16h; Ambient temperature;

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 113956-82-4
benzyl (2R,3S)-2-hydroxy-3-methylpentanoate

: 135677-47-3
benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20 ℃; for 15.75h; Inert atmosphere; Schlenk technique;
DOI:10.1021/acs.jmedchem.9b01457

Reference yield:

: 73-32-5,959215-79-3,18875-42-8
L-isoleucine

: 135677-47-3
benzyl (2R,3S)-2-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 61 percent / aq. sodium nitrite (45percent)

2: 50 percent / DCC / 16 h / Ambient temperature

3: 44 percent / lithium carbonate / methanol; H₂O / 10 h / Ambient temperature

4: 87 percent / DEAD, triphenylphosphine / diethyl ether; diethyl ether

5: 96 percent / 33percent aq. ammonia / methanol / 0.17 h / Ambient temperature

6: 91 percent / dimethylformamide / 16 h / Ambient temperature

With ammonium hydroxide; lithium carbonate; dicyclohexyl-carbodiimide; triphenylphosphine; sodium nitrite; diethylazodicarboxylate; In methanol; diethyl ether; water; N,N-dimethyl-formamide;