(3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

Base Information

Chemical Name:(3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone
CAS No.:1512828-30-6
Molecular Formula:C₂₁H₂₅NO₃
Molecular Weight:339.434
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 (3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

Chemical Property:

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Technology Process of (3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

There total 4 articles about (3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone 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:

: 1512828-27-1
methyl (3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-dihydroxyhexanoate

: 1512828-30-6
(3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

: 178976-44-8
(4S,5R,1'R,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(1-hydroxyethyl)dihydrofuran-2(3H)-one

Guidance literature:: With tetrafluoroboric acid; In dichloromethane; at 20 ℃; for 48h; Reagent/catalyst; Overall yield = 72 %; Overall yield = 22 mg;
DOI:10.1021/jo4020563

Reference yield:

: 1512828-15-7
methyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]hex-4-ynoate

: 1512828-30-6
(3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

: 178976-44-8
(4S,5R,1'R,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(1-hydroxyethyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 5% Pd-CaCO3; quinoline; hydrogen / ethyl acetate / 2 h / 20 °C / 760.05 Torr

2.1: tetrafluoroboric acid / dichloromethane / 0.08 h / 20 °C

2.2: 48 h / 20 °C

3.1: tetrafluoroboric acid / dichloromethane / 48 h / 20 °C

With quinoline; tetrafluoroboric acid; 5% Pd-CaCO3; hydrogen; In dichloromethane; ethyl acetate;
DOI:10.1021/jo4020563

Reference yield:

: 1512828-20-4
methyl (3S,αR,Z)-3-[N-benzyl-N-(α-methylbenzyl)amino]-hex-4-enoate

: 1512828-30-6
(3S,4R,5R,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-hydroxy-5-hexanolactone

: 178976-44-8
(4S,5R,1'R,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(1-hydroxyethyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrafluoroboric acid / dichloromethane / 0.08 h / 20 °C

1.2: 48 h / 20 °C

2.1: tetrafluoroboric acid / dichloromethane / 48 h / 20 °C

With tetrafluoroboric acid; In dichloromethane;
DOI:10.1021/jo4020563