(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester
CAS No.:864238-58-4
Molecular Formula:C₅₀H₆₂N₄O₈
Molecular Weight:847.064
Hs Code.:

(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

Synonyms:(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

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Chemical Property of (S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

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Technology Process of (S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

There total 9 articles about (S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl 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:

: 864238-48-2
(4S,5S)-isobutyl-5-methoxycarbonylethynyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 864238-58-4
(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / quinoline; H₂ / Lindlar catalyst / benzene / 20 °C

2.1: triisopropyl phosphite; palladium acetate / toluene / 16 h / 100 °C

2.2: 0.85 g / NaOMe / methanol / 6 h / Heating

3.1: 90 percent / aq. NaIO₄; OsO₄ / tetrahydrofuran / 14 h / 20 °C

4.1: 99 percent / Na₂SO₄ / methanol / 2 h / Heating

5.1: catecholborane / CHCl₃; tetrahydrofuran / 0 - 20 °C

5.2: 68 percent / NaOAc*3H₂O / CHCl₃; tetrahydrofuran / 3 h / Heating

6.1: aq. KOH / methanol / 3 h / 65 °C

7.1: 210 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 4 h / 0 °C

8.1: TFA / CH₂Cl₂ / 1 h / 20 °C

9.1: 120 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 20 °C

With quinoline; potassium hydroxide; sodium periodate; osmium(VIII) oxide; triisopropyl phosphite; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; palladium diacetate; sodium sulfate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; benzo[1,3,2]dioxaborole; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; benzene; 1.1: Lindlar reduction;
DOI:10.1021/jm050142+

Reference yield:

: (S)-2-{[(1R,2R)-2-((1S,2S)-2-Amino-1-hydroxy-4-methyl-pentyl)-cyclopentanecarbonyl]-amino}-propionic acid benzyl ester

: 132388-68-2
N^α-tert-butoxycarbonyl-N^ω-triphenylmethyl-L-asparagine

: 864238-58-4
(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm050142+

Reference yield:

: 864238-49-3
(4S)-isobutyl-(5S)-(2-methoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 864238-58-4
(S)-2-[((1R,2R)-2-{(1S,2S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(trityl-carbamoyl)-propionylamino]-1-hydroxy-4-methyl-pentyl}-cyclopentanecarbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: triisopropyl phosphite; palladium acetate / toluene / 16 h / 100 °C

1.2: 0.85 g / NaOMe / methanol / 6 h / Heating

2.1: 90 percent / aq. NaIO₄; OsO₄ / tetrahydrofuran / 14 h / 20 °C

3.1: 99 percent / Na₂SO₄ / methanol / 2 h / Heating

4.1: catecholborane / CHCl₃; tetrahydrofuran / 0 - 20 °C

4.2: 68 percent / NaOAc*3H₂O / CHCl₃; tetrahydrofuran / 3 h / Heating

5.1: aq. KOH / methanol / 3 h / 65 °C

6.1: 210 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 4 h / 0 °C

7.1: TFA / CH₂Cl₂ / 1 h / 20 °C

8.1: 120 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 20 °C

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; triisopropyl phosphite; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; palladium diacetate; sodium sulfate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/jm050142+