6α-bromo-6β-(1-methoxyiminoethyl)-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-methoxyiminoethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester
CAS No.:483340-27-8
Molecular Formula:C₂₄H₂₅BrN₂O₄S
Molecular Weight:517.443
Hs Code.:

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

There total 3 articles about 6α-bromo-6β-(1-methoxyiminoethyl)-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: 42.0%

: 593-56-6
N-methoxylamine hydrochloride

: 483340-22-3
6β-acetyl-6α-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

: 483340-27-8
6α-bromo-6β-(1-methoxyiminoethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Guidance literature:: With pyridine; sodium sulfate; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1016/S0014-827X(02)01261-2

Reference yield:

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

: 483340-27-8
6α-bromo-6β-(1-methoxyiminoethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeMgBr / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

1.2: 68 percent / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

2.1: 74 percent / PDC; activated molecular sieves / CH₂Cl₂ / 18 h / 20 °C

3.1: 42 percent / pyridine; Na₂SO₄ / CH₂Cl₂ / 120 h / 20 °C

With pyridine; dipyridinium dichromate; molecular sieve; methylmagnesium bromide; sodium sulfate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0014-827X(02)01261-2

Reference yield:

: 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

: 483340-27-8
6α-bromo-6β-(1-methoxyiminoethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzyhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / PDC; activated molecular sieves / CH₂Cl₂ / 18 h / 20 °C

2: 42 percent / pyridine; Na₂SO₄ / CH₂Cl₂ / 120 h / 20 °C

With pyridine; dipyridinium dichromate; molecular sieve; sodium sulfate; In dichloromethane;
DOI:10.1016/S0014-827X(02)01261-2