(4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one

Base Information

• Chemical Name: (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one
• CAS No.: 1003280-82-7
• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.408

Synonyms:(4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one

Chemical Property of (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one

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Technology Process of (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one

There total 2 articles about (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one 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: 63.0%

(3'S,4''S,αR)-N(3)-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-3'-(N'-benzyl-N'-(α-methylbenzyl)amino)propanoyl]-5,5-dimethyloxazolidin-2-one (1003280-70-3) → (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one (1003280-82-7)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 3h;

DOI:10.1039/b712937h

Reference yield: 39.0%

tert-butyl (3S,4'S,αR)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-[N-benzyl-N-(α-methylbenzyl)amino]propanoate (1003280-56-5) → (4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one (1003280-82-7)

Guidance literature:

tert-butyl (3S,4'S,αR)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-[N-benzyl-N-(α-methylbenzyl)amino]propanoate; With trifluoroacetic acid; at 20 ℃; for 3h;

With trifluoroacetic acid; at 20 ℃; for 1h; Further stages.;

DOI:10.1039/b712937h

Reference yield: 89.0%

(4S,5S,αR)-4-[N-benzyl-N-(α-methylbenzyl)amino]-5-(hydroxymethyl)dihydrofuran-2-one (1003280-82-7) → (4S,5S)-5-(hydroxymethyl)-4-<(1'R)-(1'-phenylethyl)amino>tetrahydrofuran-2-one

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1039/b712937h

upstream raw materials:

tert-butyl (3S,4'S,αR)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-[N-benzyl-N-(α-methylbenzyl)amino]propanoate

(3'S,4''S,αR)-N(3)-[3'-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)-3'-(N'-benzyl-N'-(α-methylbenzyl)amino)propanoyl]-5,5-dimethyloxazolidin-2-one

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