phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-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]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester
CAS No.:370867-64-4
Molecular Formula:C₇₃H₉₁N₆O₁₅PSi
Molecular Weight:1351.62
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]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-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]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-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]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-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]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

There total 49 articles about phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-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: 80.0%

: 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

: 370867-64-4
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)01136-4

Reference yield:

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

: 370867-64-4
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: Multi-step reaction with 14 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

14.1: 80 percent / 1-hydroxy-1,2-benzodioxol-3(1H)-one 1-oxide / dimethylsulfoxide / 3 h

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; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 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

: 370867-64-4
phosphoric acid dibenzyl ester 2-benzyloxy-2-[9,15-dibenzyl-3-sec-butyl-6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-(3-oxo-propyl)-1-oxa-4,7,10,13,16-pentaaza-cyclononadec-18-ylcarbamoyl]-ethyl ester

Guidance literature:: Multi-step reaction with 12 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

12.1: 80 percent / 1-hydroxy-1,2-benzodioxol-3(1H)-one 1-oxide / dimethylsulfoxide / 3 h

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009