2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

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Chemical Name:2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester
CAS No.:130157-31-2
Molecular Formula:C₃₆H₅₀N₂O₁₂S₂
Molecular Weight:766.931
Hs Code.:

2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

Synonyms:2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

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Chemical Property of 2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

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Technology Process of 2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

There total 11 articles about 2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl 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: 90.0%

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

: 131355-35-6
2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-[3-(2-mercapto-ethoxy)-propoxy]-benzoic acid methyl ester

: 130157-31-2
2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl 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:

: 2150-45-0
methyl 2,6-dihydroxybenzoate

: 130157-31-2
2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 99 percent / H₂ / 10percent Pd-C / methanol / 1 h

3: 87 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 1h, 0 deg C, b.) 2h, r.t.

4: 83 percent / MeONa / methanol / 0.08 h / Ambient temperature

5: 50 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

6: 90 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

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

Reference yield:

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

: 130157-31-2
2-{3-[2-(2-Benzyloxycarbonylamino-acetylsulfanyl)-ethoxy]-propoxy}-6-{3-[2-((S)-2-tert-butoxycarbonylamino-propionylsulfanyl)-ethoxy]-propoxy}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / H₂SO₄ conc. / 36 h / Heating

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

3: 99 percent / H₂ / 10percent Pd-C / methanol / 1 h

4: 87 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 1h, 0 deg C, b.) 2h, r.t.

5: 83 percent / MeONa / methanol / 0.08 h / Ambient temperature

6: 50 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

7: 90 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

With sulfuric acid; diphenylphosphoranyl azide; hydrogen; sodium methylate; caesium carbonate; 4-pyrrolidin-1-ylpyridine; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87908-4