N-SES-D-Ser-Pip-OBn

Base Information

Chemical Name:N-SES-D-Ser-Pip-OBn
CAS No.:151961-25-0
Molecular Formula:C₆₂H₁₀₆N₁₀O₁₉S₂Si₂
Molecular Weight:1415.88
Hs Code.:

N-SES-D-Ser<N-SES-D-Ser(Boc-Gly-Sar-NMe-Val)-Pip-Gly-Sar-NMe-Val>-Pip-OBn

Synonyms:N-SES-D-Ser-Pip-OBn

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-SES-D-Ser-Pip-OBn

Chemical Property:

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Technology Process of N-SES-D-Ser-Pip-OBn

There total 23 articles about N-SES-D-Ser-Pip-OBn 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: 81.0%

: 151961-24-9
(S)-1-[(R)-3-[(S)-2-({2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-acetyl}-methyl-amino)-3-methyl-butyryloxy]-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionyl]-piperidine-2-carboxylic acid

: (S)-1-[(R)-3-[(S)-2-({2-[(2-Amino-acetyl)-methyl-amino]-acetyl}-methyl-amino)-3-methyl-butyryloxy]-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionyl]-piperidine-2-carboxylic acid benzyl ester; hydrochloride

: 151961-25-0
N-SES-D-Ser-Pip-OBn

Guidance literature:: With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 24h;
DOI:10.1021/ja00077a082

Reference yield:

: 26250-84-0
(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

: 151961-25-0
N-SES-D-Ser-Pip-OBn

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / NaHCO₃, Bu₄NI / CH₂Cl₂ / 24 h / 25 °C

2: 100 percent / HCl / ethyl acetate / 0.5 h / 25 °C

3: 85 percent / Et₃N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 10 h / 0 °C

4: 50 percent / DMAP, DCC / CH₂Cl₂ / 24 h / 0 °C

5: H₂ / 10percent Pd/C / methanol / 12 h / 25 °C

6: 80 percent / NaHCO₃, HOBt, EDCl / dimethylformamide / a) 0 deg C, 2 h, b) 25 deg C, 24 h

With hydrogenchloride; dmap; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja952799y

Reference yield:

: 133498-97-2
t-BuOCO-Gly-Sar-OH

: 151961-25-0
N-SES-D-Ser-Pip-OBn

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / Et₃N, DCC, DMAP / CH₂Cl₂ / 24 h / 25 °C

2: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h / 25 °C

3: 50 percent / DMAP, DCC / CH₂Cl₂ / 24 h / 0 °C

4: H₂ / 10percent Pd/C / methanol / 12 h / 25 °C

5: 80 percent / NaHCO₃, HOBt, EDCl / dimethylformamide / a) 0 deg C, 2 h, b) 25 deg C, 24 h

With dmap; lithium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja952799y