1H-Azepine, 3,6-bis[(3-fluorophenyl)methoxy]hexahydro-1-methyl-4,5-bis(2-propenyl oxy)-, (3S,4R,5R,6S)-

Base Information

Chemical Name:1H-Azepine, 3,6-bis[(3-fluorophenyl)methoxy]hexahydro-1-methyl-4,5-bis(2-propenyl oxy)-, (3S,4R,5R,6S)-
CAS No.:188254-30-0
Molecular Formula:C₂₇H₃₃F₂NO₄
Molecular Weight:473.56
Hs Code.:

Synonyms:

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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 1H-Azepine, 3,6-bis[(3-fluorophenyl)methoxy]hexahydro-1-methyl-4,5-bis(2-propenyl oxy)-, (3S,4R,5R,6S)-

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Technology Process of 1H-Azepine, 3,6-bis[(3-fluorophenyl)methoxy]hexahydro-1-methyl-4,5-bis(2-propenyl oxy)-, (3S,4R,5R,6S)-

There total 6 articles about 1H-Azepine, 3,6-bis[(3-fluorophenyl)methoxy]hexahydro-1-methyl-4,5-bis(2-propenyl oxy)-, (3S,4R,5R,6S)- 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:

: 58315-80-3
3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-mannitol

: 188254-30-0
(3S,4R,5R,6S)-4,5-di-O-Allyl-3,6-di-O-(3'-fluorobenzyl)-N-methyl-3,4,5,6-tetrahydroxyazepane

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 75percent aq. AcOH / 2 h / 50 °C

2: 98 percent / imidazole / dimethylformamide / 2.5 h / 0 °C

3: 97 percent / Et₃N / CH₂Cl₂ / 1.08 h / 0 °C

4: aq. HCl / methanol / 3 h / 0 - 20 °C

5: 20percent aq. KOH / methanol / 2.33 h / 0 - 20 °C

6: 66.5 percent / HClO₄ / H₂O / 22 h / 0 - 20 °C

7: 1.) NaH, tetrabutylammonium bromide / 1.) DMF, a) 0 deg C, 20 min, b) RT, 30 min, 2.) DMF, 0 deg C 40 min

With 1H-imidazole; hydrogenchloride; potassium hydroxide; perchloric acid; tetrabutylammomium bromide; sodium hydride; acetic acid; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00218-0

Reference yield:

: 71240-67-0
3,4-di-O-allyl-D-mannitol

: 188254-30-0
(3S,4R,5R,6S)-4,5-di-O-Allyl-3,6-di-O-(3'-fluorobenzyl)-N-methyl-3,4,5,6-tetrahydroxyazepane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / imidazole / dimethylformamide / 2.5 h / 0 °C

2: 97 percent / Et₃N / CH₂Cl₂ / 1.08 h / 0 °C

3: aq. HCl / methanol / 3 h / 0 - 20 °C

4: 20percent aq. KOH / methanol / 2.33 h / 0 - 20 °C

5: 66.5 percent / HClO₄ / H₂O / 22 h / 0 - 20 °C

6: 1.) NaH, tetrabutylammonium bromide / 1.) DMF, a) 0 deg C, 20 min, b) RT, 30 min, 2.) DMF, 0 deg C 40 min

With 1H-imidazole; hydrogenchloride; potassium hydroxide; perchloric acid; tetrabutylammomium bromide; sodium hydride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00218-0

Reference yield:

: 188254-37-7
3,4-di-O-Allyl-1.6-di-O-tert-butyldimethylsilyl-D-mannitol

: 188254-30-0
(3S,4R,5R,6S)-4,5-di-O-Allyl-3,6-di-O-(3'-fluorobenzyl)-N-methyl-3,4,5,6-tetrahydroxyazepane

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 1.08 h / 0 °C

2: aq. HCl / methanol / 3 h / 0 - 20 °C

3: 20percent aq. KOH / methanol / 2.33 h / 0 - 20 °C

4: 66.5 percent / HClO₄ / H₂O / 22 h / 0 - 20 °C

5: 1.) NaH, tetrabutylammonium bromide / 1.) DMF, a) 0 deg C, 20 min, b) RT, 30 min, 2.) DMF, 0 deg C 40 min

With hydrogenchloride; potassium hydroxide; perchloric acid; tetrabutylammomium bromide; sodium hydride; triethylamine; In methanol; dichloromethane; water;
DOI:10.1016/S0968-0896(96)00218-0