<2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide>

Base Information

• Chemical Name: <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide>
• CAS No.: 142762-72-9
• Molecular Formula: C₃₄H₄₀N₆O₆S₂
• Molecular Weight: 692.86

Synonyms:<2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide>

Chemical Property of <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide>

There total 2 articles about <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide> 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:

ethylenediamine (107-15-3,85404-18-8) + benzylpenicillin-(carbonic acid ethyl ester)-anhydride (19870-47-4) → <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide> (142762-72-9)

Guidance literature:

at 0 - 20 ℃; for 2h;

DOI:10.1021/jm00094a024

Reference yield:

penicillin-G N-ethylpiperidine salt (39879-63-5) → <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide> (142762-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / 2 h / -11 °C

2: CHCl₃ / 2 h / 0 - 19 °C

In chloroform;

DOI:10.1021/jm00073a011

Reference yield: 89.0%

methanol (67-56-1) + <2S-<2α,5α,6β>>-N,N'-<1,2-ethanediyl>bis<3,3-dimethyl-7-oxo-6-<(phenylacetyl)amino>-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxamide> (142762-72-9) → [2R-(2α(R*),4β)]-4,4'-[1,2-ethanediylbis(aminocarbonyl)]bis[5,5-dimethyl-α-[(phenylacetyl)amino]-2-thiazolidineacetic acid methyl ester] (142780-80-1)

Guidance literature:

at 21 ℃; for 3h;

DOI:10.1021/jm00073a011

upstream raw materials:

ethylenediamine

benzylpenicillin-(carbonic acid ethyl ester)-anhydride

penicillin-G N-ethylpiperidine salt

Downstream raw materials:

(R)-((2R,4S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidin-2-yl)-phenylacetylamino-acetic acid methyl ester

[2R-(2α(R^*),4β)]-4,4'-[1,2-ethanediylbis(aminocarbonyl)]bis[5,5-dimethyl-α-[(phenylacetyl)amino]-2-thiazolidineacetic acid methyl ester]

[2R-(2α(R^*),4β)]-4,4'-[1,2-ethanediylbis(aminocarbonyl)]bis[N-ethyl-5,5-dimethyl-α-[(phenylacetyl)amino]-2-thiazolidineacetamide]

C₄₈H₅₈N₈O₆S₂

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