(S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate

Base Information

• Chemical Name: (S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate
• CAS No.: 1187785-01-8
• Molecular Formula: C₂₅H₄₀O₆Si
• Molecular Weight: 464.674

Synonyms:(S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate

Chemical Property of (S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate

Chemical Property:

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Technology Process of (S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate

There total 1 articles about (S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate 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: 42.0%

C25H40O5Si (1187785-13-2) → (S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate (1187785-01-8)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tet.2009.06.059

Reference yield: 65.0%

(S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate (1187785-01-8) → C25H42O6Si (1187785-14-3)

Guidance literature:

(S,E)-ethyl 6-((2S,3S)-3-((S)-2-(benzyloxy)-1-hydroxyethyl)oxiran-2-yl)-4-(tert-butyldimethylsilyloxy)-hex-2-enoate; With bis(cyclopentadienyl)titanium dichloride; zinc(II) chloride; zinc; In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2009.06.059

upstream raw materials:

C₂₅H₄₀O₅Si

Downstream raw materials:

C₂₅H₄₂O₆Si

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