(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
CAS No.:121795-00-4
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

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Technology Process of (2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

There total 7 articles about (2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic 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:

: 115352-39-1,124662-61-9,110339-26-9
(2R)-1-benzyloxy-2-hydroxy-pent-4-yne

: 121795-00-4
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / Pd/CaCO₃ / ethyl acetate

2: di-isopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 12 h / -20 °C

3: hydrazine / ethanol / 6 h / Heating

4: Et₃N / CH₂Cl₂

5: 78 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

6: Et₃N / CH₂Cl₂

7: RuCl₃*H₂O, NaIO₄, / CCl₄; acetonitrile; H₂O / 1 h / Ambient temperature

With ruthenium trichloride; sodium periodate; di-isopropyl azodicarboxylate; hydrogen; iodine; triethylamine; triphenylphosphine; hydrazine; Lindlar's catalyst; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1039/c39880001527

Reference yield:

: 121794-98-7
(2S,4R)-4-Benzoyloxy-2-benzyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 121795-00-4
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 1h; Ambient temperature;
DOI:10.1039/c39880001527

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 121795-00-4
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: di-isopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 12 h / -20 °C

2: hydrazine / ethanol / 6 h / Heating

3: Et₃N / CH₂Cl₂

4: 78 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

5: Et₃N / CH₂Cl₂

6: RuCl₃*H₂O, NaIO₄, / CCl₄; acetonitrile; H₂O / 1 h / Ambient temperature

With ruthenium trichloride; sodium periodate; di-isopropyl azodicarboxylate; iodine; triethylamine; triphenylphosphine; hydrazine; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1039/c39880001527