(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

Base Information

Chemical Name:(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid
CAS No.:194728-69-3
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

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Chemical Property of (1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

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Technology Process of (1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

There total 1 articles about (1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid 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: 90.0%

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

: 194728-69-3
(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; for 16h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00265-6

Reference yield: 90.0%

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

: 194728-69-3
(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

: 194728-71-7
methyl (1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-doxolan-4'-yl)cyclopropyl-1-carbonyl-N-((R)-2-phenylglycinate)

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 30h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00265-6

Reference yield:

: 194728-69-3
(1S,2R,4'S)-(-)-1-[N-(benzyloxycarbonyl)amino]-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylic acid

: 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