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

Base Information

Chemical Name:(2S,3S,4R)-3-benzoyloxy-2-dimethylamino-1-methoxy-4-methoxymethyloxy-5-hexene
CAS No.:183298-79-5
Molecular Formula:C₁₈H₂₇NO₅
Molecular Weight:337.416
Hs Code.:

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

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

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Technology Process of (2S,3S,4R)-3-benzoyloxy-2-dimethylamino-1-methoxy-4-methoxymethyloxy-5-hexene

There total 5 articles about (2S,3S,4R)-3-benzoyloxy-2-dimethylamino-1-methoxy-4-methoxymethyloxy-5-hexene 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: 74.0%

: 93-97-0
benzoic acid anhydride

: 183298-78-4
(2S,3S,4R)-2-dimethylamino-1-methoxy-4-methoxymethyloxy-5-hexen-3-ol

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

Guidance literature:: With dmap; In dichloromethane; at 40 ℃; for 7h;
DOI:10.3987/com-95-7288

Reference yield:

: 174582-88-8
(4S,5S)-3,4-bis(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 2 steps

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

2: 74 percent / DMAP / CHCl₃ / 7 h / 40 °C

With dmap; lithium aluminium tetrahydride; In tetrahydrofuran; chloroform;
DOI:10.1248/cpb.44.1823

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / P₂O₅ / CHCl₃ / 2 h / Ambient temperature

2: 93 percent / K₂CO₃ / methanol / 0.83 h

3: 97 percent / Ag₂O / acetonitrile / 14 h / 80 °C

4: 82 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: 74 percent / DMAP / CHCl₃ / 7 h / 40 °C

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