(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

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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
CAS No.:203054-01-7
Molecular Formula:C₃₅H₄₇N₅O₈
Molecular Weight:665.787
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

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

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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

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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

There total 9 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 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: 100.0%

: 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

: 203054-01-7
(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

Guidance literature:: With trifluoroacetic acid; In dichloromethane; Ambient temperature;
DOI:10.1021/jo9717651

Reference yield:

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

: 203054-01-7
(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

Guidance literature:: Multi-step reaction with 4 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

4: 100 percent / TFA / CH₂Cl₂ / Ambient temperature

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

Reference yield:

: 2812-46-6
proline tert-butyl ester

: 203054-01-7
(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

Guidance literature:: Multi-step reaction with 5 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

5: 100 percent / TFA / CH₂Cl₂ / Ambient temperature

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