(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

Base Information

Chemical Name:(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine
CAS No.:323209-16-1
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

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Chemical Property of (R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

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Technology Process of (R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

There total 6 articles about (R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine 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: 54.0%

: (1S,2R,3R)-2-Benzyl-3-((R)-1-tert-butoxycarbonylamino-2-hydroxy-ethyl)-cyclopropanecarboxylic acid ethyl ester

: 323209-16-1
(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 8h;
DOI:10.1016/S0957-4166(00)00327-X

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 323209-16-1
(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / benzene / Heating

2: 25 percent / DBU / acetonitrile / 7 h / 0 °C

3: 86 percent / H₂; AcOH / 10 percent Pd/C / ethyl acetate / 20 °C / 15200 Torr

4: 105 mg / Dowex-50W; MeOH / 24 h / 20 °C

5: 54 percent / CrO₃; H₂SO₄ / acetone / 8 h / 0 °C

With chromium(VI) oxide; methanol; Dowex-50W; sulfuric acid; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In ethyl acetate; acetone; acetonitrile; benzene; 1: Condensation / 2: Cyclization / 3: Reduction / 4: Methanolysis / 5: Oxidation;
DOI:10.1016/S0957-4166(00)00327-X

Reference yield:

: 20913-05-7,859-65-4
(Benzoylmethylene)triphenylphosphorane

: 323209-16-1
(R)-N-tert-butoxycarbonyl-2-((1'R,2'R,3'S)-(2'-benzyl-3'-ethoxycarbonylcyclopropyl))glycine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / benzene / Heating

2: 25 percent / DBU / acetonitrile / 7 h / 0 °C

3: 86 percent / H₂; AcOH / 10 percent Pd/C / ethyl acetate / 20 °C / 15200 Torr

4: 105 mg / Dowex-50W; MeOH / 24 h / 20 °C

5: 54 percent / CrO₃; H₂SO₄ / acetone / 8 h / 0 °C

With chromium(VI) oxide; methanol; Dowex-50W; sulfuric acid; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In ethyl acetate; acetone; acetonitrile; benzene; 1: Condensation / 2: Cyclization / 3: Reduction / 4: Methanolysis / 5: Oxidation;
DOI:10.1016/S0957-4166(00)00327-X