(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

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Chemical Name:(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester
CAS No.:420107-68-2
Molecular Formula:C₆₆H₇₃Cl₂N₃O₁₁Si₂
Molecular Weight:1211.4
Hs Code.:

(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

Synonyms:(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

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Chemical Property of (2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

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Technology Process of (2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

There total 15 articles about (2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl 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: 75.0%

: 420107-67-1
(R)-2-(4-Benzyloxy-3,5-dichloro-benzoylamino)-3-iodo-propionic acid benzyl ester

: 420107-64-8
2-[2-benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-1-oxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid benzyl ester

: 420107-68-2
(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With copper(l) iodide; zinc; In tetrahydrofuran; water; at 20 ℃; ultrasound irradiation;
DOI:10.1016/S0040-4039(01)02255-9

Reference yield:

: 81286-82-0,119816-46-5
(3R,7aS)-3-tert-Butyl-tetrahydro-pyrrolo[1,2-c]oxazol-1-one

: 420107-68-2
(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: LDA / tetrahydrofuran / -78 °C

2: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0 °C

3: NaBH₄ / ethanol; tetrahydrofuran / 0 °C

4: aq. H₂SO₄; 1,4-dioxane / 20 - 80 °C

5: DBU / acetonitrile / 20 °C

6: Et₃N; DMAP / CH₂Cl₂ / 20 °C

7: 52 percent / aq. AcOH / 60 °C

8: 96 percent / imidazol / dimethylformamide / 0 °C

9: 84 percent / MeReO₃; urea*H₂O₂ / methanol / 20 °C

10: 75 percent / Zn; CuI / tetrahydrofuran; H₂O / 20 °C / ultrasound irradiation

With 1,4-dioxane; pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; copper(l) iodide; sulfuric acid; urea hydrogen peroxide adduct; methyltrioxorhenium(VII); Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(01)02255-9

Reference yield:

: 100-39-0
benzyl bromide

: 420107-68-2
(2R,5R)-2-[(1S,2S)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; dmap; copper(l) iodide; urea hydrogen peroxide adduct; methyltrioxorhenium(VII); acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(01)02255-9