(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

Base Information

Chemical Name:(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole
CAS No.:160765-95-7
Molecular Formula:C₂₄H₃₀Cl₃NO₈
Molecular Weight:566.863
Hs Code.:

(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

Synonyms:(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

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Chemical Property of (4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

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Technology Process of (4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

There total 8 articles about (4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole 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%

: 4,5-anhydro-9-benzoyl-3-deoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetimidoyl-D-erythro-D-galacto-nonitol

: 160765-95-7
(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

: 114884-40-1
(S)-3,4-O-isopropylidene-3,4-dihydroxybutyltriphenylphosphonium iodide

: 160765-95-7
(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (Me₃Si)2NNa / 1.) toluene, r.t., 10 min, 2.) toluene, -60 deg C up to r.t.

2: 96 percent / CH₃ONa / methanol / 1 h / Ambient temperature

3: 93 percent / NaBH₄ / ethanol / 1 h / 55 °C

4: 88 percent / Et₃N / acetonitrile / 1 h / -35 °C

5: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / -10 °C

6: 77 percent / NaH, MgSO₄ / CH₂Cl₂ / 10 h

7: 92 percent / 0.3M BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium methylate; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; acetonitrile;

Reference yield:

: 57492-91-8
1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside

: 160765-95-7
(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (Me₃Si)2NNa / 1.) toluene, r.t., 10 min, 2.) toluene, -60 deg C up to r.t.

2: 96 percent / CH₃ONa / methanol / 1 h / Ambient temperature

3: 93 percent / NaBH₄ / ethanol / 1 h / 55 °C

4: 88 percent / Et₃N / acetonitrile / 1 h / -35 °C

5: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / -10 °C

6: 77 percent / NaH, MgSO₄ / CH₂Cl₂ / 10 h

7: 92 percent / 0.3M BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium methylate; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; acetonitrile;