tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Base Information

Chemical Name:tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate
CAS No.:1393792-99-8
Molecular Formula:C₂₈H₃₉NO₄
Molecular Weight:453.622
Hs Code.:

Synonyms:tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Suppliers and Price of tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

There total 9 articles about tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 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: 38.0%

: 1393792-88-5
tert-butyl (4R,5S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate

: 38235-77-7
(R)-N-benzyl-1-phenylethylamine

: 1393793-00-4
tert-butyl (3S,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

: 1393792-99-8
tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Guidance literature:: (R)-N-benzyl-1-phenylethylamine; With n-butyllithium; In diethyl ether; hexane; at -20 ℃; for 0.5h; Inert atmosphere;

tert-butyl (4R,5S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate; In diethyl ether; hexane; at -20 ℃; for 5h; optical yield given as %de; Inert atmosphere;
DOI:10.1039/c2ob25099c

Reference yield:

: 1393792-88-5
tert-butyl (4R,5S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate

: 38235-77-7
(R)-N-benzyl-1-phenylethylamine

: 1393792-94-3
tert-butyl (S,Z)-4,5-O-isopropylidene-4,5-dihydroxyhex-3-enoate

: 1393793-00-4
tert-butyl (3S,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

: 1393792-99-8
tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Guidance literature:: (R)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl (4R,5S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate; In tetrahydrofuran; hexane; at -78 ℃; for 2h; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob25099c

Reference yield:

: 1393792-90-9
(4R,5R)-4-(iodomethyl)-2,2-dimethyl-5-vinyl-1,3-dioxolane

: 1393792-99-8
tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 24 h / Reflux; Inert atmosphere

2.1: 2.27% Pd/C; hydrogen; triethylamine / methanol / 24 h / 20 °C / 760.05 Torr

3.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -20 °C / Inert atmosphere

3.2: 5 h / -20 °C / Inert atmosphere

With n-butyllithium; Hoveyda-Grubbs catalyst second generation; 2.27% Pd/C; hydrogen; triethylamine; In methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1039/c2ob25099c