tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

Base Information

Chemical Name:tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate
CAS No.:34632-03-6
Molecular Formula:C₂₅H₃₃N₃O₇S
Molecular Weight:519.619
Hs Code.:

Synonyms:tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

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Chemical Property of tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

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Technology Process of tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

There total 6 articles about tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 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%

: (6R,7R)-3-(acetoxymethyl)-7-(2-((tertbutoxycarbonyl)amino)-2-phenylacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 34632-03-6
tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: With CAB lipase; iso-butanol; In tetrahydrofuran; hexane; at 50 ℃; Molecular sieve; Enzymatic reaction;
DOI:10.1021/acs.jmedchem.8b00218

Reference yield:

: 6187-87-7
7-Aminocephalosporanic acid t-butyl ester

: 34632-03-6
tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 5 - 20 °C

2: CAB lipase; iso-butanol / tetrahydrofuran; hexane / 50 °C / Molecular sieve; Enzymatic reaction

With CAB lipase; iso-butanol; In tetrahydrofuran; hexane;
DOI:10.1021/acs.jmedchem.8b00218

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 34632-03-6
tert-butyl (6R,7R)-7-(2-((tert-butoxycarbonyl)amino)-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / 1.25 h / Inert atmosphere; Sealed tube

2: tetrahydrofuran / 2 h / 5 - 20 °C

3: CAB lipase; iso-butanol / tetrahydrofuran; hexane / 50 °C / Molecular sieve; Enzymatic reaction

With CAB lipase; boron trifluoride diethyl etherate; iso-butanol; In tetrahydrofuran; hexane;
DOI:10.1021/acs.jmedchem.8b00218