(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Name:(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester
CAS No.:203053-99-0
Molecular Formula:C₃₉H₅₅N₅O₈
Molecular Weight:721.894
Hs Code.:

(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Synonyms:(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Property of (S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Technology Process of (S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

There total 7 articles about (S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl 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: 26.0%

: 187087-50-9
(S)-1-((1S,2R,3S,4R)-3-Isocyanato-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

: 203053-76-3
(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid

: 203053-99-0
(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With triethylamine; In toluene; at 60 ℃; for 16h;
DOI:10.1021/jo9717651

Reference yield:

: 2817-13-2
((S)-2-(benzyloxycarbonylamino)-4-methylpentanamido)propanoic acid

: 203053-99-0
(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / DCC, HOBt / CH₂Cl₂ / 14 h / Ambient temperature

2: 93 percent / Bu₄NF / tetrahydrofuran / 24 h / Ambient temperature

3: 26 percent / Et₃N / toluene / 16 h / 60 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo9717651

Reference yield:

: 2812-46-6
proline tert-butyl ester

: 203053-99-0
(S)-1-[(1S,2R,3S,4R)-3-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / CH₂Cl₂ / 18 h / Ambient temperature

2: 57 percent / isoprenyl chloroformate, Et₃N, NaN₃ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

3: 100 percent / benzene / 2 h / Heating

4: 26 percent / Et₃N / toluene / 16 h / 60 °C

With sodium azide; isoprenyl chloroformate; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; benzene;
DOI:10.1021/jo9717651