2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

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Chemical Name:2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester
CAS No.:130157-36-7
Molecular Formula:C₃₃H₄₆N₂O₈S₂
Molecular Weight:662.869
Hs Code.:

Synonyms:2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

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Chemical Property of 2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

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Technology Process of 2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

There total 10 articles about 2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-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:

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

: 130157-36-7
2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

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

2: 99 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 1 h / Ambient temperature

3: 74 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 0 deg C, 1h, b.) r.t., 2h

4: 88 percent / MeONa / methanol / 0.08 h / Ambient temperature

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

6: 92 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

7: trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / 0 °C

8: pivalic acid, triethylamine / benzene / 25 °C

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

Reference yield:

: 131326-36-8
2,6-Bis-(6-hydroxy-hexyloxy)-benzoic acid methyl ester

: 130157-36-7
2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / diethyl azodicarboxylate (DEAD), PPh₃ / tetrahydrofuran / a.) 0 deg C, 1h, b.) r.t., 2h

2: 88 percent / MeONa / methanol / 0.08 h / Ambient temperature

3: 50 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

4: 92 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

5: trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / 0 °C

6: pivalic acid, triethylamine / benzene / 25 °C

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

Reference yield:

: 130157-22-1
2,6-Bis-(6-mercapto-hexyloxy)-benzoic acid methyl ester

: 130157-36-7
2-{6-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylsulfanyl]-hexyloxy}-6-(6-mercapto-hexyloxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / DCC, 4-pyrrolidinopyridine (4-PP) / CH₂Cl₂ / 4 h / Ambient temperature

2: 92 percent / diphenylphosphorylazide (DPPA), triethylamine / dimethylformamide / 2 h / 0 °C

3: trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / 0 °C

4: pivalic acid, triethylamine / benzene / 25 °C

With diphenylphosphoranyl azide; 4-pyrrolidin-1-ylpyridine; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; triethylamine; Trimethylacetic acid; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)87908-4