(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

Base Information

Chemical Name:(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone
CAS No.:183298-76-2
Molecular Formula:C₁₈H₂₃NO₇
Molecular Weight:365.383
Hs Code.:

Synonyms:(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

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Chemical Property of (4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

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Technology Process of (4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

There total 1 articles about (4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone 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: 83.0%

: 109-87-5
Dimethoxymethane

: 174582-83-3
(4S,5S)-4-benzyloxymethyl-5-<(1R)-1-hydroxy-2-propen-1-yl>oxazolidin-2-one

: 183298-76-2
(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

Guidance literature:: With phosphorus pentoxide; In chloroform; for 2h; Ambient temperature;
DOI:10.1248/cpb.44.1823

Reference yield:

: 183298-76-2
(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

: 183298-79-5
(2S,3S,4R)-3-benzoyloxy-2-dimethylamino-1-methoxy-4-methoxymethyloxy-5-hexene

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / K₂CO₃ / methanol / 0.83 h

2: 97 percent / Ag₂O / acetonitrile / 14 h / 80 °C

3: 82 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 74 percent / DMAP / CHCl₃ / 7 h / 40 °C

With dmap; lithium aluminium tetrahydride; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; chloroform; acetonitrile;
DOI:10.1248/cpb.44.1823

Reference yield:

: 183298-76-2
(4S,5S)-4-benzoyloxymethyl-3-methoxymethyl-5-((1R)-1-methoxymethyloxy-2-propen-1-yl)-2-oxazolidinone

: Benzoic acid (1S,2S)-2-dimethylamino-3-methoxy-1-((S)-1-methoxymethoxy-2-oxo-ethyl)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / K₂CO₃ / methanol / 0.83 h

2: 97 percent / Ag₂O / acetonitrile / 14 h / 80 °C

3: 82 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 74 percent / DMAP / CHCl₃ / 7 h / 40 °C

5: 68 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 24 h / Ambient temperature

6: aq. NaIO₄ / acetone / 1.5 h / Ambient temperature

With dmap; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; potassium carbonate; 4-methylmorpholine N-oxide; silver(l) oxide; In tetrahydrofuran; methanol; chloroform; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1248/cpb.44.1823