(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

Base Information

Chemical Name:(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one
CAS No.:1218904-30-3
Molecular Formula:C₁₅H₁₇NO₅
Molecular Weight:291.304
Hs Code.:

Synonyms:(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

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Chemical Property of (5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

Chemical Property:

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Technology Process of (5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

There total 4 articles about (5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-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:

: C₁₄H₁₅NO₅

: 77-78-1
dimethyl sulfate

: 1218904-30-3
(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

Guidance literature:: With potassium carbonate; In acetone; at 23 ℃; for 5h; Inert atmosphere;
DOI:10.1021/ol1003912

Reference yield:

: 57224-63-2
methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate

: 1218904-30-3
(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 0 - 23 °C / Inert atmosphere

2: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 23 °C / Inert atmosphere

3: sodium hydrogencarbonate / acetone / 23 °C / Inert atmosphere

With dmap; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetone; 2: Dieckmann reaction;
DOI:10.1021/ja1087375

Reference yield:

: 19728-63-3
N-benzyloxycarbonyl-L-treonine

: 1218904-30-3
(5S,6R)-5-((benzyloxycarbonyl)amino)-4-(methoxy)-6-methyl-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: acetyl chloride / 23 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 0 - 23 °C / Inert atmosphere

3: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 23 °C / Inert atmosphere

4: sodium hydrogencarbonate / acetone / 23 °C / Inert atmosphere

With dmap; sodium hydrogencarbonate; triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetone; 3: Dieckmann reaction;
DOI:10.1021/ja1087375