[2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide]

Base Information

• Chemical Name: [2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide]
• CAS No.: 875283-33-3
• Molecular Formula: C₃₄H₄₈N₆O₆S₂
• Molecular Weight: 700.924

Synonyms:[2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide]

Chemical Property of [2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide]

There total 4 articles about [2R-(2α(R^*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide] 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: 24.7%

[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) → [2R-(2α(R*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide] (875283-33-3)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; water; for 7h;

DOI:10.1021/jm00073a011

Reference yield:

penicillin-G N-ethylpiperidine salt (39879-63-5) → [2R-(2α(R*),4β)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide] (875283-33-3)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃ / 2 h / -11 °C

2: CHCl₃ / 2 h / 0 - 19 °C

3: 89 percent / 3 h / 21 °C

4: 24.7 percent / NaBH₄ / dioxane; H₂O / 7 h

With sodium tetrahydroborate; In 1,4-dioxane; chloroform; water;

DOI:10.1021/jm00073a011

Reference yield:

<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)]-N,N'-(1,2-ethanediyl)bis[2-{2-hydroxy-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-4-thiazolidinecarboxamide] (875283-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / 3 h / 21 °C

2: 24.7 percent / NaBH₄ / dioxane; H₂O / 7 h

With sodium tetrahydroborate; In 1,4-dioxane; water;

DOI:10.1021/jm00073a011

upstream raw materials:

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

penicillin-G N-ethylpiperidine salt

<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>

benzylpenicillin-(carbonic acid ethyl ester)-anhydride

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