Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

Base Information

Chemical Name:Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester
CAS No.:115186-56-6
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

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Chemical Property of Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

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Technology Process of Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

There total 6 articles about Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl 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: 80.0%

: 115186-52-2
Acetic acid (1R,2S,3S)-3-benzyloxy-3-((2R,3S)-2,3-dimethyl-oxiranyl)-2-hydroxy-1,2-dimethyl-propyl ester

: 115186-56-6
Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃;
DOI:10.1021/ja00223a055

Reference yield:

: 115186-52-2
Acetic acid (1R,2S,3S)-3-benzyloxy-3-((2R,3S)-2,3-dimethyl-oxiranyl)-2-hydroxy-1,2-dimethyl-propyl ester

: 115186-56-6
Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

: 115186-55-5
Acetic acid (R)-1-((2S,3R,4R,5R)-3-benzyloxy-4-hydroxy-2,4,5-trimethyl-tetrahydro-furan-2-yl)-ethyl ester

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -50 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/ja00223a055

Reference yield:

: 49587-60-2
(2E,5E)-3,5-dimethylhepta-2,5-dien-4-ol

: 115186-56-6
Acetic acid (R)-1-[(2S,3R,4S)-3-benzyloxy-4-((S)-1-hydroxy-ethyl)-2,4-dimethyl-oxetan-2-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / Ti(O-i-Pr)4, L(+)DIPT, t-BuOOH / CH₂Cl₂ / -40 °C

2: 88 percent / NaH, n-Bu₄NI / dimethylformamide

3: OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 0 °C

4: 88 percent / pyridine

5: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / -30 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; osmium(VIII) oxide; L-(+)-diisopropyl tartrate; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00223a055