(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

Base Information

Chemical Name:(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane
CAS No.:152963-31-0
Molecular Formula:C₁₉H₂₇NO₃
Molecular Weight:317.428
Hs Code.:

Synonyms:(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

Suppliers and Price of (1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

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Technology Process of (1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

There total 7 articles about (1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane 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: 83.0%

: 108-91-8,157973-60-9
cyclohexylamine

: (1R,4S,5R,8R)-4-benzenesulfonyloxy-8-benzyloxy-2,6-dioxabicyclo<3.3.0>octane

: 152963-31-0
(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

Guidance literature:: for 10h; Heating;
DOI:10.1016/S0957-4166(00)80428-0

Reference yield: 52.0%

: 108-91-8,157973-60-9
cyclohexylamine

: 183624-93-3
(3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

: 152963-31-0
(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

Guidance literature:: With diphenyl hydrogen phosphate; C₃₅H₄₃IrN₂O₂S; In toluene; at 120 ℃; for 24h; Reagent/catalyst; diastereoselective reaction; Molecular sieve; Sealed tube;
DOI:10.1021/acs.joc.8b01162

Reference yield:

: 65940-93-4
(6S,3R,3aR,6aR)-6-hydroxy-hexahydrofuro[3,2-b]furan-3-yl acetate

: 152963-31-0
(1R,4R,5R,8R)-8-benzyloxy-4-cyclohexylamino-2,6-dioxabicyclo<3.3.0>octane

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / 0 °C

2: 94 percent / H₂O, Et₃N / ethanol / 6 h / Heating

3: 86 percent / tetrabutylammonium hydrogensulfate (TBAHS), 50percent aq. NaOH / 3 h / 60 °C

4: 83 percent / 10 h / Heating

With pyridine; sodium hydroxide; water; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; In ethanol;
DOI:10.1016/S0957-4166(00)80428-0