13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

Base Information

Chemical Name:13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester
CAS No.:158835-75-7
Molecular Formula:C₄₁H₆₇F₅N₂O₉
Molecular Weight:826.983
Hs Code.:

13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

Synonyms:13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

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Chemical Property of 13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

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Technology Process of 13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

There total 15 articles about 13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl 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:

: 158835-67-7
4-(tert-Butyl-dimethyl-silanyloxymethyl)-11-oxo-undecanenitrile

: 158835-75-7
13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi, diisopropylamine / 1.) THF, room temp., 1 h, 2.) THF, 0 deg C, 1 h

2: 100 percent / diethyl ether

3: 97 percent / H₂, AcOH / PtO₂ / ethyl acetate / 42 h / 2740.9 Torr

4: 70 percent / hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 1 h, 2.) room temp., 12 h

5: 1.) H₂, aq. HCl, 2.) NaHCO₃ / 1.) PtO₂ / 1.) EtOH, 53 psi, 18 h, 2.) H₂O, dioxane, 12 h

6: aq. NaOH / methanol; tetrahydrofuran / 1.75 h / Ambient temperature

7: dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 3 h, 2.) room temp., 10 h

With hydrogenchloride; sodium hydroxide; n-butyllithium; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; diisopropylamine; dicyclohexyl-carbodiimide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate;
DOI:10.1021/jo9801768

Reference yield:

: 158835-64-4
10-Cyano-8-formyl-decanoic acid methyl ester

: 158835-75-7
13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / NaBH₄ / methanol / 0.08 h

2: 95 percent / imidazole / dimethylformamide / Ambient temperature

3: 86 percent / DIBALH / CH₂Cl₂ / 2 h / -93 °C

4: 1.) BuLi, diisopropylamine / 1.) THF, room temp., 1 h, 2.) THF, 0 deg C, 1 h

5: 100 percent / diethyl ether

6: 97 percent / H₂, AcOH / PtO₂ / ethyl acetate / 42 h / 2740.9 Torr

7: 70 percent / hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 1 h, 2.) room temp., 12 h

8: 1.) H₂, aq. HCl, 2.) NaHCO₃ / 1.) PtO₂ / 1.) EtOH, 53 psi, 18 h, 2.) H₂O, dioxane, 12 h

9: aq. NaOH / methanol; tetrahydrofuran / 1.75 h / Ambient temperature

10: dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 3 h, 2.) room temp., 10 h

With 1H-imidazole; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; diisopropylamine; dicyclohexyl-carbodiimide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo9801768

Reference yield:

: 158835-66-6
8-(tert-Butyl-dimethyl-silanyloxymethyl)-10-cyano-decanoic acid methyl ester

: 158835-75-7
13-(13-tert-Butoxycarbonylamino-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoylamino)-3-hydroxy-10-hydroxymethyl-2-methyl-tridecanoic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / DIBALH / CH₂Cl₂ / 2 h / -93 °C

2: 1.) BuLi, diisopropylamine / 1.) THF, room temp., 1 h, 2.) THF, 0 deg C, 1 h

3: 100 percent / diethyl ether

4: 97 percent / H₂, AcOH / PtO₂ / ethyl acetate / 42 h / 2740.9 Torr

5: 70 percent / hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 1 h, 2.) room temp., 12 h

6: 1.) H₂, aq. HCl, 2.) NaHCO₃ / 1.) PtO₂ / 1.) EtOH, 53 psi, 18 h, 2.) H₂O, dioxane, 12 h

7: aq. NaOH / methanol; tetrahydrofuran / 1.75 h / Ambient temperature

8: dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0-5 deg C, 3 h, 2.) room temp., 10 h

With hydrogenchloride; sodium hydroxide; n-butyllithium; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; diisopropylamine; dicyclohexyl-carbodiimide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jo9801768