Hexanoic acid, 4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester, (3S,4R)-

Base Information

Chemical Name:Hexanoic acid, 4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester, (3S,4R)-
CAS No.:663919-00-4
Molecular Formula:C46H45Cl3N2O6S
Molecular Weight:860.298
Hs Code.:

Hexanoic acid,
4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl
methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester,
(3S,4R)-

Synonyms:

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Chemical Property of Hexanoic acid, 4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester, (3S,4R)-

Chemical Property:

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Technology Process of Hexanoic acid, 4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester, (3S,4R)-

There total 7 articles about Hexanoic acid, 4-[[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-oxo-3-[(triphenyl methyl)thio]propyl]amino]-3-hydroxy-5-methyl-, 2,2,2-trichloroethyl ester, (3S,4R)- 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:

: 22838-58-0
Boc-D-Val-OH

: 663919-00-4
4R-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3S-tritylsulfanylpropionylamino]-3S-hydroxy-5-methylhexanoic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: EDAC*HCl; DMAP / CH₂Cl₂ / 4.5 h / 0 - 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 2.38 g / tetrahydrofuran / 0.75 h / -78 °C

3.1: 70 percent / potassium borohydride / methanol / 0.83 h / -78 - 0 °C

4.1: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

5.1: 569 g / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

6.1: TFA / CH₂Cl₂ / 3 h / 0 °C

7.1: 808.5 mg / PyBOP; DIEA / 0.33 h / 20 °C

With dmap; lithium hydroxide; potassium borohydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; 2.2: Claisen condensation;
DOI:10.1021/ja039258q

Reference yield:

: 182360-34-5
D-N-(tert-butoxycarbonyl)valine pentafluorophenyl ester

: 663919-00-4
4R-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3S-tritylsulfanylpropionylamino]-3S-hydroxy-5-methylhexanoic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 2.38 g / tetrahydrofuran / 0.75 h / -78 °C

2.1: 70 percent / potassium borohydride / methanol / 0.83 h / -78 - 0 °C

3.1: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

4.1: 569 g / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

5.1: TFA / CH₂Cl₂ / 3 h / 0 °C

6.1: 808.5 mg / PyBOP; DIEA / 0.33 h / 20 °C

With dmap; lithium hydroxide; potassium borohydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; 1.2: Claisen condensation;
DOI:10.1021/ja039258q

Reference yield:

: 663918-97-6
(4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-oxo-hexanoic acid methyl ester

: 663919-00-4
4R-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3S-tritylsulfanylpropionylamino]-3S-hydroxy-5-methylhexanoic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / potassium borohydride / methanol / 0.83 h / -78 - 0 °C

2: aq. LiOH / tetrahydrofuran / 2 h / 20 °C

3: 569 g / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

4: TFA / CH₂Cl₂ / 3 h / 0 °C

5: 808.5 mg / PyBOP; DIEA / 0.33 h / 20 °C

With dmap; lithium hydroxide; potassium borohydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja039258q