(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

Base Information

Chemical Name:(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole
CAS No.:146176-85-4
Molecular Formula:C₃₁H₃₅NO₆
Molecular Weight:517.622
Hs Code.:

Synonyms:(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

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Chemical Property of (3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

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Technology Process of (3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

There total 1 articles about (3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[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: 81.0%

: 107-30-2
chloromethyl methyl ether

: 141077-21-6,141195-15-5
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazol-5-ol

: 146176-85-4
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(00)74717-4

Reference yield: 80.0%

: 146176-85-4
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

: 146176-77-4
(2R,3S,4R,5R,7S)-2,3,4-Tris-benzyloxy-7-hydroxymethyl-5-methoxymethoxy-cycloheptanone

Guidance literature:: With hydrogen; boric acid; nickel; In methanol; water;
DOI:10.1016/S0040-4039(00)74717-4

Reference yield:

: 146176-85-4
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole

: 146176-80-9
(1R,2R,3R,4S,5R)-5-Azido-2,3,4-tris-benzyloxy-cycloheptanol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / hydrogen, B(OH)3 / Ra/Ni / methanol; H₂O

2: 84 percent / DMSO/(COCl)2, Et₃N / -60 °C

3: 89 percent / Zn, TMEDA, AcOH / ethanol / 2 h

4: diisobutylaluminium hydride / diethyl ether / -50 °C

5: ZnN₆*2Py, PPh₃, DIAD

6: H⁺ / methanol

With oxalyl dichloride; Zn(N₃)2/bis-pyridine complex; N,N,N,N,-tetramethylethylenediamine; di-isopropyl azodicarboxylate; hydrogen; boric acid; hydrogen cation; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc; nickel; In methanol; diethyl ether; ethanol; water;
DOI:10.1016/S0040-4039(00)74717-4