2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

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Chemical Name:2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester
CAS No.:130157-25-4
Molecular Formula:C₃₇H₅₂N₂O₁₂S₂
Molecular Weight:780.958
Hs Code.:

2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

Synonyms:2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

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Chemical Property of 2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

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Technology Process of 2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

There total 8 articles about 2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl 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: 89.0%

: 15761-38-3
L-N-Boc-Ala

: 131326-46-0
2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-[2-(2-mercapto-ethoxy)-ethoxy]-benzoic acid tert-butyl ester

: 130157-25-4
2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

Guidance literature:: With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(01)87908-4

Reference yield:

: 303-07-1
2,6-Dihydroxybenzoic acid

: 130157-25-4
2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / benzene / 0.17 h / 80 °C

2: 1. Cs₂CO₃ / 1. DMF, 30min, 2. DMF, r.t., 10h

3: 76 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 1 h / Ambient temperature

4: 82 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 0 deg C, 1h, b.) r.t., 2h

5: 79 percent / MeONa / methanol / 0.08 h / Ambient temperature

6: 51 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

7: 89 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

With diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; sodium methylate; caesium carbonate; 4-pyrrolidin-1-ylpyridine; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)87908-4

Reference yield:

: 66921-96-8
tert-butyl 2,6-dihydroxybenzoate

: 130157-25-4
2-{2-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-ethoxy}-6-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-ethoxy}-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1. Cs₂CO₃ / 1. DMF, 30min, 2. DMF, r.t., 10h

2: 76 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 1 h / Ambient temperature

3: 82 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 0 deg C, 1h, b.) r.t., 2h

4: 79 percent / MeONa / methanol / 0.08 h / Ambient temperature

5: 51 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

6: 89 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

With diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; sodium methylate; caesium carbonate; 4-pyrrolidin-1-ylpyridine; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87908-4