(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

Base Information

Chemical Name:(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole
CAS No.:260415-86-9
Molecular Formula:C₂₇H₂₇NO₄
Molecular Weight:429.516
Hs Code.:

Synonyms:(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

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Chemical Property of (3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

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Technology Process of (3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

There total 3 articles about (3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole 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:

: 219586-93-3
2,3,4-Tri-O-benzyl-5,6-dideoxy-D-xylo-hex-5-enose oxime

: 260415-86-9
(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

Guidance literature:: With sodium hypochlorite; triethylamine; In dichloromethane; at 0 ℃; for 8h;
DOI:10.1016/S0040-4020(99)00991-6

Reference yield:

: 73111-58-7,130861-06-2,73111-15-6
2,3,4-tri-O-benzyl-5,6-dideoxy-D-xylo-hex-5-enose

: 260415-86-9
(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: NH₂OH*HCl; Na₂CO₃ / methanol / 12 h / 20 °C

2: 0.152 g / NaOCl; Et₃N / CH₂Cl₂ / 8 h / 0 °C

With sodium hypochlorite; hydroxylamine hydrochloride; sodium carbonate; triethylamine; In methanol; dichloromethane; 1: Condensation / 2: Oxidation;
DOI:10.1016/S0040-4020(99)00991-6

Reference yield:

: 85716-43-4
methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 260415-86-9
(3aR,4R,5S,6S)-4,5,6-tris(benzyloxy)-3a,4,5,6-tetrahydro-3H-cyclopent[c]isoxazole

Guidance literature:: Multi-step reaction with 3 steps

1: Zn / aq. ethanol / 2 h / Heating

2: NH₂OH*HCl; Na₂CO₃ / methanol / 12 h / 20 °C

3: 0.152 g / NaOCl; Et₃N / CH₂Cl₂ / 8 h / 0 °C

With sodium hypochlorite; hydroxylamine hydrochloride; sodium carbonate; triethylamine; zinc; In methanol; ethanol; dichloromethane; 1: Ring cleavage / 2: Condensation / 3: Oxidation;
DOI:10.1016/S0040-4020(99)00991-6