(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

Base Information

Chemical Name:(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester
CAS No.:219937-72-1
Molecular Formula:C₂₆H₃₂O₇
Molecular Weight:456.536
Hs Code.:

Synonyms:(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

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Chemical Property of (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

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Technology Process of (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

There total 3 articles about (2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl 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: 92.0%

: 67-63-0,8013-70-5
isopropyl alcohol

: 219937-74-3
(2R,4aR,7S,8S,8aR)-7-Allyloxy-8-benzyloxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

: 219937-72-1
(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

Guidance literature:: With dmap; at 20 ℃; for 48h;
DOI:10.1016/S0040-4039(98)02159-5

Reference yield:

: (2R,4aR,7S,8S,8aR)-7-Allyloxy-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ol

: 219937-72-1
(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 20 °C

2: 92 percent / DMAP / 48 h / 20 °C

With dmap; tetrapropylammonium perruthennate; In dichloromethane;
DOI:10.1016/S0040-4039(98)02159-5

Reference yield:

: (2R,4aR,6R,7S,8S,8aR)-7-Allyloxy-8-benzyloxy-6-((R)-ethanesulfinyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 219937-72-1
(2S,3S)-2-Allyloxy-3-benzyloxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionic acid isopropyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) triflic anhydride, 2,6-di-tert-butyl-4-methylpyridine; 2.) H₂O / 1.) CH₂Cl₂, -78 deg C; 2.) Et₂O, -78 deg C - 0 deg C

2: 78 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 20 °C

3: 92 percent / DMAP / 48 h / 20 °C

With dmap; 2,6-di-tert-butyl-4-methylpyridine; tetrapropylammonium perruthennate; trifluoromethylsulfonic anhydride; water; In dichloromethane;
DOI:10.1016/S0040-4039(98)02159-5