1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:923015-06-9
Molecular Formula:C₄₃H₆₃N₇O₁₀
Molecular Weight:838.014
Hs Code.:

1-(2-{2-[5-benzyloxycarbonylamino-2-(2-<i>tert</i>-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

Synonyms:1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of 1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

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Technology Process of 1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

There total 13 articles about 1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic 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: 86.0%

: 1-{2-[2-(2-amino-5-benzyloxycarbonylamino-pentanoylamino)-4-methyl-pentanoylamino]-3-pyridin-3-yl-propionyl}-pyrrolidine-2-carboxylic acid methyl ester; compound with GENERIC INORGANIC NEUTRAL COMPONENT

: 13734-41-3
t-Boc-L-valine

: 923015-06-9
1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 0 - 20 ℃; for 20h;
DOI:10.1021/jm061051v

Reference yield:

: 98266-33-2,105454-25-9
Boc-DPal

: 923015-06-9
1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / DCC; NMM / CHCl₃ / 19 h / 0 - 20 °C

2: 100 percent / HCl / dioxane / 2 h / 20 °C

3: 88 percent / NMM; DCC / CHCl₃ / 20 h / 0 - 20 °C

4: 80 percent / HCl / dioxane / 2 h / 20 °C

5: 90 percent / NMM; EDC*HCl; HOBt / CHCl₃ / 20 h / 0 - 20 °C

6: 91 percent / HCl / dioxane / 2 h / 20 °C

7: 86 percent / NMM; EDC*HCl; HOBt / CHCl₃ / 20 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform;
DOI:10.1021/jm061051v

Reference yield:

: 70702-47-5
(2R)-2-amino-3-(pyridin-3-yl)propanoic acid

: 923015-06-9
1-(2-{2-[5-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-pyridin-3-yl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / aq.NaOH / dioxane / 15 h / 0 - 20 °C

2: 70 percent / DCC; NMM / CHCl₃ / 19 h / 0 - 20 °C

3: 100 percent / HCl / dioxane / 2 h / 20 °C

4: 88 percent / NMM; DCC / CHCl₃ / 20 h / 0 - 20 °C

5: 80 percent / HCl / dioxane / 2 h / 20 °C

6: 90 percent / NMM; EDC*HCl; HOBt / CHCl₃ / 20 h / 0 - 20 °C

7: 91 percent / HCl / dioxane / 2 h / 20 °C

8: 86 percent / NMM; EDC*HCl; HOBt / CHCl₃ / 20 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform;
DOI:10.1021/jm061051v