(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

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Chemical Name:(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester
CAS No.:420107-70-6
Molecular Formula:C₅₅H₅₁Cl₂N₃O₁₃
Molecular Weight:1032.93
Hs Code.:

(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Synonyms:(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

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Chemical Property of (2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

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Technology Process of (2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

There total 19 articles about (2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester 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:

: (2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-1-hydroxy-3-oxo-propyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

: 420107-70-6
(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In 2-methyl-propan-1-ol; water; at 20 ℃;
DOI:10.1016/S0040-4039(01)02255-9

Reference yield:

: 100-39-0
benzyl bromide

: 420107-70-6
(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: DBU / acetonitrile / 20 °C

2: Et₃N; DMAP / CH₂Cl₂ / 20 °C

3: 52 percent / aq. AcOH / 60 °C

4: 96 percent / imidazol / dimethylformamide / 0 °C

5: 84 percent / MeReO₃; urea*H₂O₂ / methanol / 20 °C

6: 75 percent / Zn; CuI / tetrahydrofuran; H₂O / 20 °C / ultrasound irradiation

7: 98 percent / Zn; satd. NH₄Cl / ethanol / 90 °C

8: K₂CO₃ / toluene; H₂O

9: methanol / 20 °C

10: 4-methoxy-TEMPO; KBr; satd. NaHCO₃ / NaClO / CH₂Cl₂ / 0 °C

11: NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / isobutanol; H₂O / 20 °C

With 1H-imidazole; dmap; 4-methoxy-TEMPO; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 2-methyl-but-2-ene; urea hydrogen peroxide adduct; methyltrioxorhenium(VII); sodium hydrogencarbonate; potassium carbonate; ammonium chloride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; potassium bromide; zinc; sodium hypochlorite; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2-methyl-propan-1-ol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(01)02255-9

Reference yield:

: 60022-62-0,879278-55-4,151651-44-4
L-serine benzyl ester hydrochloride

: 420107-70-6
(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / BOP; triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 74 percent / Et₃N / CH₂Cl₂ / 0 °C

3: 84 percent / NaI / acetone / 20 °C

4: 75 percent / Zn; CuI / tetrahydrofuran; H₂O / 20 °C / ultrasound irradiation

5: 98 percent / Zn; satd. NH₄Cl / ethanol / 90 °C

6: K₂CO₃ / toluene; H₂O

7: methanol / 20 °C

8: 4-methoxy-TEMPO; KBr; satd. NaHCO₃ / NaClO / CH₂Cl₂ / 0 °C

9: NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / isobutanol; H₂O / 20 °C

With 4-methoxy-TEMPO; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 2-methyl-but-2-ene; sodium hydrogencarbonate; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; triethylamine; sodium iodide; potassium bromide; zinc; sodium hypochlorite; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2-methyl-propan-1-ol; water; acetone; toluene;
DOI:10.1016/S0040-4039(01)02255-9