L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

Base Information

Chemical Name:L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester
CAS No.:99461-59-3
Molecular Formula:C₄₀H₅₂N₈O₉
Molecular Weight:788.901
Hs Code.:

Synonyms:

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Chemical Property of L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

Chemical Property:

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Technology Process of L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

There total 17 articles about L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl 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: 87.0%

: 108-24-7
acetic anhydride

: (S)-2-((S)-2-{(S)-2-[(S)-2-((S)-2-Amino-4-pyridin-3-yl-butyrylamino)-propionylamino]-propionylamino}-propionylamino)-6-benzyloxycarbonylamino-hexanoic acid pyridin-4-ylmethyl ester

: 99461-59-3
L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

Guidance literature:: 1.) 10 min, 0 deg C; 2.) 50 min, room temperature;

Reference yield:

: 1802-16-0
3-(3-pyridinyl)propionaldehyde

: 99461-59-3
L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 17 g / ammonium chloride / diethyl ether; H₂O / 1.) 0 deg C, 4 h; 2.) 50 deg C, 7.5 h

2: 12M aq. hydrochloric acid / 1.) 64 h, room temperature; 2.) 30 h, reflux temperature

3: 91 percent / 1,1,3,3-tetramethylguanidine / dimethylformamide / 48 h / Ambient temperature

4: 97 percent / thionyl chloride / 1.) -10 deg C, 20 min; 2.) allowed to warm, 1 h

5: 94 percent / methanol / 3 h / 37 °C / α-chymotrypsin, 0.2M-ammonium acetate buffer at pH 7.8

6: 6M aq. hydrochloric acid / 3 h / Heating

7: 71 percent / ethyl diisopropylamine / dimethylformamide

8: 71 percent / dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole

9: trifluoroacetic acid

10: 87 percent / 1.) 10 min, 0 deg C; 2.) 50 min, room temperature

With hydrogenchloride; thionyl chloride; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; N,N,N',N'-tetramethylguanidine; In methanol; diethyl ether; water; N,N-dimethyl-formamide;

Reference yield:

: 99461-40-2
2-Amino-4-pyridin-3-yl-butyronitrile

: 99461-59-3
L-2-acetamido-4-(3-pyridyl)butyryl-L-alanyl-L-alanyl-L-alanyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 12M aq. hydrochloric acid / 1.) 64 h, room temperature; 2.) 30 h, reflux temperature

2: 91 percent / 1,1,3,3-tetramethylguanidine / dimethylformamide / 48 h / Ambient temperature

3: 97 percent / thionyl chloride / 1.) -10 deg C, 20 min; 2.) allowed to warm, 1 h

4: 94 percent / methanol / 3 h / 37 °C / α-chymotrypsin, 0.2M-ammonium acetate buffer at pH 7.8

5: 6M aq. hydrochloric acid / 3 h / Heating

6: 71 percent / ethyl diisopropylamine / dimethylformamide

7: 71 percent / dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole

8: trifluoroacetic acid

9: 87 percent / 1.) 10 min, 0 deg C; 2.) 50 min, room temperature

With hydrogenchloride; thionyl chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; N,N,N',N'-tetramethylguanidine; In methanol; N,N-dimethyl-formamide;