2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

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Chemical Name:2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone
CAS No.:1310709-60-4
Molecular Formula:C₂₂H₂₇NO₉
Molecular Weight:449.458
Hs Code.:

Synonyms:2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

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Chemical Property of 2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

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Technology Process of 2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

There total 2 articles about 2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone 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: 85.0%

: 1310709-56-8
(4S)-4-isopropyl-4-(4',6'-di-O-acetyl-2',3'-dideoxy-α-D-erythro-2'-hexenopyranosyl)-2-phenyl-5(4H)-oxazolone

: 1310709-60-4
2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

Guidance literature:: With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃; for 24h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo2002962

Reference yield:

: 2873-29-2
D-glucal triacetate

: 1310709-60-4
2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; hydroquinone / 1 h / Darkness; Heating

1.2: 0.5 h

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine / tetrahydrofuran / 2 h / 20 °C / Molecular sieve

3.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 24 h / 20 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; hydroquinone; In tetrahydrofuran; acetone; tert-butyl alcohol;
DOI:10.1021/jo2002962

Reference yield: 88.0%

: 1310709-60-4
2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone

: 1310709-63-7
2-(α-D-C-mannopyranosyl)-(S)-N-benzoylvaline methyl ester

Guidance literature:: 2-(4',6'-di-O-acetyl-α-D-mannopyranosyl)-2-benzamido-(2S)-3-methylbutanoic acid 1',2'-lactone; With sodium methylate; In methanol; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In methanol; water; Inert atmosphere;
DOI:10.1021/jo2002962