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

Base Information

Chemical Name:(3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-N-ethyl-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine
CAS No.:1349172-65-1
Molecular Formula:C₃₁H₃₆N₂O₄
Molecular Weight:500.638
Hs Code.:

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

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

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

There total 5 articles about (3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-N-ethyl-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: 52.0%

: 1349172-45-7
(3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-hexahydrobenzo[d]oxazol-2(3H)-one

: 75-04-7,85404-22-4
ethylamine

: 1349172-65-1
(3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-N-ethyl-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: (3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-hexahydrobenzo[d]oxazol-2(3H)-one; With trimethoxonium tetrafluoroborate; In dichloromethane; at 20 ℃; for 16h; Molecular sieve;

ethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

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

: 1349172-65-1
(3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-N-ethyl-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: Chiralpak IA column / hexane; ethanol

2.1: trimethoxonium tetrafluoroborate / dichloromethane / 16 h / 20 °C / Molecular sieve

2.2: 16 h / 20 °C

With trimethoxonium tetrafluoroborate; In ethanol; hexane; dichloromethane;

Reference yield:

: 130970-85-3
rac-((((1R,2R,6R)-6-((benzyloxy)methyl)cyclohex-3-ene-1,2-diyl)bis-(oxy))bis(methylene))dibenzene

: 1349172-65-1
(3aR,4S,5S,6S,7aR)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-N-ethyl-3a,4,5,6,7,7a-hexahydrobenzo[d]oxazol-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide; water / dimethyl sulfoxide / 2.5 h / 10 - 20 °C

2.1: dichloromethane / 1.5 h / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran / 21.5 h / 20 °C / Reflux

4.1: Chiralpak IA column / hexane; ethanol

5.1: trimethoxonium tetrafluoroborate / dichloromethane / 16 h / 20 °C / Molecular sieve

5.2: 16 h / 20 °C

With N-Bromosuccinimide; water; trimethoxonium tetrafluoroborate; sodium hydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide;