(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

Base Information

Chemical Name:(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole
CAS No.:103246-52-2
Molecular Formula:C₁₈H₂₂BrNO₅S
Molecular Weight:444.346
Hs Code.:

Synonyms:(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

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Chemical Property of (3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

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Technology Process of (3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

There total 12 articles about (3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[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: 73.0%

: (5R,6R,7R)-5-Benzenesulfonyl-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazol-7-ol

: 513-31-5
2-bromoallyl bromide

: 103246-52-2
(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

Guidance literature:: With sodium hydride;
DOI:10.1016/S0040-4039(00)98918-4

Reference yield:

: 599-70-2
ethyl phenyl sulfone

: 103246-52-2
(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

Guidance literature:: Multi-step reaction with 12 steps

1: n-BuLi

2: 73 percent / n-BuLi

3: 98 percent / NaH

4: 96 percent / HCl / H₂O; methanol

5: 88 percent / pyridine

6: 89 percent / P₂O₅

7: 96 percent / EtMgBr / diethyl ether

8: 95 percent / PCC

9: 70 percent / NH₂OH_.HCl / various solvent(s)

10: 37 percent / NaOCl / triethylamine

11: 91 percent / HCl / methanol

12: 73 percent / NaH

With pyridine; hydrogenchloride; sodium hypochlorite; n-butyllithium; ethylmagnesium bromide; hydroxylamine hydrochloride; phosphorus pentoxide; sodium hydride; pyridinium chlorochromate; In methanol; diethyl ether; water; triethylamine;
DOI:10.1016/S0040-4039(00)98918-4

Reference yield:

: (R)-4-Benzenesulfonyl-3-methoxy-4-methyl-hept-6-ene-1,2-diol

: 103246-52-2
(3aS,5R,6R,7R)-5-Benzenesulfonyl-7-(2-bromo-allyloxy)-6-methoxy-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazole

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / pyridine

2: 89 percent / P₂O₅

3: 96 percent / EtMgBr / diethyl ether

4: 95 percent / PCC

5: 70 percent / NH₂OH_.HCl / various solvent(s)

6: 37 percent / NaOCl / triethylamine

7: 91 percent / HCl / methanol

8: 73 percent / NaH

With pyridine; hydrogenchloride; sodium hypochlorite; ethylmagnesium bromide; hydroxylamine hydrochloride; phosphorus pentoxide; sodium hydride; pyridinium chlorochromate; In methanol; diethyl ether; triethylamine;
DOI:10.1016/S0040-4039(00)98918-4