methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

Base Information

Chemical Name:methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)
CAS No.:194728-75-1
Molecular Formula:C₂₂H₂₂N₂O₇
Molecular Weight:426.426
Hs Code.:

Synonyms:methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

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Chemical Property of methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

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Technology Process of methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

There total 5 articles about methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate) 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: 64.0%

: 194728-73-9
methyl (1S,2R,1'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(1',2'-didihydroxyethyl)cyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

: 194728-75-1
methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

Guidance literature:: With sodium periodate; Ru₂O hydrate; In tetrachloromethane; water; acetonitrile; for 1.5h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00265-6

Reference yield:

: 24461-61-8
(R)-Phenylglycine methyl ester

: 194728-75-1
methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide chlorhydrate, N-hydroxybenzotriazole / dimethylformamide / 30 h / Ambient temperature

2: 100 percent / 5percent HCl / methanol / 3 h / Ambient temperature

3: 64 percent / Ru₂O hydrate, NaIO₄ / CCl₄; acetonitrile; H₂O / 1.5 h / Ambient temperature

With hydrogenchloride; sodium periodate; Ru₂O hydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0957-4166(97)00265-6

Reference yield:

: 160002-54-0
methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylate

: 194728-75-1
methyl (1S,2R)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-carboxycyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / 1 N NaOH / methanol / 16 h / Ambient temperature

2: 90 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide chlorhydrate, N-hydroxybenzotriazole / dimethylformamide / 30 h / Ambient temperature

3: 100 percent / 5percent HCl / methanol / 3 h / Ambient temperature

4: 64 percent / Ru₂O hydrate, NaIO₄ / CCl₄; acetonitrile; H₂O / 1.5 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium periodate; Ru₂O hydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0957-4166(97)00265-6