6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Base Information

Chemical Name:6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester
CAS No.:91618-40-5
Molecular Formula:C₂₃H₂₄BrNO₄S
Molecular Weight:490.418
Hs Code.:

Synonyms:6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

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Chemical Property of 6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

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Technology Process of 6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

There total 2 articles about 6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester 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%

: 75527-84-3
diphenylmethyl 6,6-dibromopenicillanate

: 75-07-0,9002-91-9
acetaldehyde

: 1058218-57-7
diphenylmethyl (1'S,3S,5R,6R)-6-bromo-6-(1'-hydroxyethyl)penicillanate

: 91618-40-5
6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Guidance literature:: diphenylmethyl 6,6-dibromopenicillanate; With ethylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 0.5h;

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; In tetrahydrofuran; at -78 - -40 ℃;

acetaldehyde; In tetrahydrofuran; at -40 - 0 ℃; Molecular sieve;
DOI:10.3987/COM-07-S(U)47

Reference yield: 68.0%

: 75527-84-3
diphenylmethyl 6,6-dibromopenicillanate

: 75-07-0,9002-91-9
acetaldehyde

: 483340-23-4
6β-bromo-6α-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

: 91618-40-5
6α-bromo-6β-(1-hydroxyethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Guidance literature:: diphenylmethyl 6,6-dibromopenicillanate; With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.333333h;

acetaldehyde; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.333333h;
DOI:10.1016/S0014-827X(02)01261-2