(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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Chemical Name:(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS No.:1067890-47-4
Molecular Formula:C₂₂H₂₅N₃O₅S
Molecular Weight:443.524
Hs Code.:

Synonyms:(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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Chemical Property of (2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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Technology Process of (2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

There total 3 articles about (2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 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: 77.0%

: 55183-45-4
hex-5-in-carboxyl chloride

: 69-52-3,15497-42-4,54579-43-0,132437-57-1
ampicillin sodium salt

: 1067890-47-4
(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Guidance literature:: With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 1h; Cooling with ice;
DOI:10.1021/ja503911p

Reference yield: 4.0%

: 53293-00-8
hex-5-ynoic acid

: 69-52-3,15497-42-4,54579-43-0,132437-57-1
ampicillin sodium salt

: 1067890-47-4
(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Guidance literature:: hex-5-ynoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -10 ℃; for 0.75h;

ampicillin sodium salt; In tetrahydrofuran; water; at -10 ℃; for 0.75h;
DOI:10.1021/ja803349j

Reference yield:

: 53293-00-8
hex-5-ynoic acid

: 1067890-47-4
(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 1 h / Reflux

2: sodium hydrogencarbonate / water; acetone / 1 h / 20 °C / Cooling with ice

With thionyl chloride; sodium hydrogencarbonate; In water; acetone;
DOI:10.1021/ja503911p