phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Base Information

Chemical Name:phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester
CAS No.:370867-59-7
Molecular Formula:C₇₃H₉₃N₆O₁₅PSi
Molecular Weight:1353.63
Hs Code.:

phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-<i>sec</i>-butyl-6-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Synonyms:phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

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Chemical Property of phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

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Technology Process of phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

There total 47 articles about phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl 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:

: 91229-97-9
(S)-2-[N-(tert-butoxycarbonyl)amino]-5-hydroxypentanoic acid benzyl ester

: 370867-59-7
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 82 percent / Ag₂O / diethyl ether / 14 h

2.1: LiOH / tetrahydrofuran; H₂O / 12 h / 20 °C

3.1: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

4.1: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

5.1: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

6.1: 75 percent / imidazole / dimethylformamide / 13 h / 0 - 20 °C

7.1: morpholine / (PPh₃)4Pd / tetrahydrofuran / 2 h

8.1: HCl / dioxane / 1.5 h / 0 °C

9.1: 84 percent / pentafluorophenyl diphenylphosphinate; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

10.1: zinc; acetic acid / tetrahydrofuran / 4.5 h

10.2: 77 percent / triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

11.1: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 3 h / 20 °C / 760 Torr

12.1: HCl / dioxane / 2.5 h / 0 - 20 °C

13.1: 21 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 13 h / 0 - 20 °C

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; zinc; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009

Reference yield:

: 112196-58-4
(S)-methyl-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-((tert-butyldimethyl-silyl)oxy)phenyl)propanoate

: 370867-59-7
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: HCl / ethyl acetate / 1 h

2.1: 72 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 15 h / 4 °C

3.1: 100 percent / n-Bu₄NF / tetrahydrofuran / 1 h / 0 °C

4.1: HCl / dioxane / 0.5 h

5.1: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

6.1: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

7.1: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

8.1: 75 percent / imidazole / dimethylformamide / 13 h / 0 - 20 °C

9.1: morpholine / (PPh₃)4Pd / tetrahydrofuran / 2 h

10.1: HCl / dioxane / 1.5 h / 0 °C

11.1: 84 percent / pentafluorophenyl diphenylphosphinate; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

12.1: zinc; acetic acid / tetrahydrofuran / 4.5 h

12.2: 77 percent / triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

13.1: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 3 h / 20 °C / 760 Torr

14.1: HCl / dioxane / 2.5 h / 0 - 20 °C

15.1: 21 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 13 h / 0 - 20 °C

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009

Reference yield:

: 148529-07-1
(S)-5-Benzyloxy-2-tert-butoxycarbonylamino-pentanoic acid

: 370867-59-7
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-12-(3-hydroxy-propyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

2.1: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

3.1: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

4.1: 75 percent / imidazole / dimethylformamide / 13 h / 0 - 20 °C

5.1: morpholine / (PPh₃)4Pd / tetrahydrofuran / 2 h

6.1: HCl / dioxane / 1.5 h / 0 °C

7.1: 84 percent / pentafluorophenyl diphenylphosphinate; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

8.1: zinc; acetic acid / tetrahydrofuran / 4.5 h

8.2: 77 percent / triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

9.1: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 3 h / 20 °C / 760 Torr

10.1: HCl / dioxane / 2.5 h / 0 - 20 °C

11.1: 21 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 13 h / 0 - 20 °C

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009