(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Base Information

Chemical Name:(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine
CAS No.:1417339-15-1
Molecular Formula:C₂₄H₂₉FN₂O₃
Molecular Weight:412.504
Hs Code.:

Synonyms:(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

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Chemical Property of (3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

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Technology Process of (3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

There total 9 articles about (3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine 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: 100.0%

: 542-85-8
Ethyl isothiocyanate

: 1417339-13-9
(1S,2S,3R,4R,5S)-2-amino-3,4-bis(benzyloxy)-5-(fluoromethyl)cyclohexanol

: 1417339-15-1
(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: Ethyl isothiocyanate; (1S,2S,3R,4R,5S)-2-amino-3,4-bis(benzyloxy)-5-(fluoromethyl)cyclohexanol; In tetrahydrofuran; at 20 ℃; for 18h;

In acetone;

Reference yield:

: 1417339-11-7
((3aS,4R,5R,6R,7aS)-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl methanesulfonate

: 1417339-15-1
(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / acetonitrile / 4 h / Inert atmosphere; Reflux

2: water; sodium hydroxide / water; ethanol / 2 h / Reflux

3: tetrahydrofuran / 18 h / 20 °C

With tetrabutyl ammonium fluoride; water; sodium hydroxide; In tetrahydrofuran; ethanol; water; acetonitrile;

Reference yield:

: 1349172-44-6
(3aS,4R,5R,6R,7aS)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-hexahydrobenzo[d]oxazol-2(3H)-one

: 1417339-15-1
(3aS,4R,5R,6S,7aS)-4,5-bis(benzyloxy)-N-ethyl-6-(fluoromethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; acetic anhydride; zinc(II) chloride / 3 h / 20 °C

1.2: 2 h / 20 °C

2.1: pyridine / 4 h / -20 - 20 °C

3.1: tetrabutyl ammonium fluoride / acetonitrile / 4 h / Inert atmosphere; Reflux

4.1: water; sodium hydroxide / water; ethanol / 2 h / Reflux

5.1: tetrahydrofuran / 18 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; water; acetic anhydride; acetic acid; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; ethanol; water; acetonitrile;