[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

Base Information

Chemical Name:[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester
CAS No.:607357-28-8
Molecular Formula:C₄₁H₄₉N₂O₆PSi
Molecular Weight:724.909
Hs Code.:

[6,7-bis-benzyloxy-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5<i>H</i>-pyrrolo[1,2-<i>c</i>]imidazol-1-yl]-phosphonic acid diethyl ester

Synonyms:[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

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Chemical Property of [6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

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Technology Process of [6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

There total 11 articles about [6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl 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: 88.0%

: 589-57-1
diethyl phosphorylchloridite

: 607357-27-7
6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole

: 607357-28-8
[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

Guidance literature:: 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole; With ethylmagnesium bromide; In diethyl ether; dichloromethane; at 20 ℃; for 0.5h;

diethyl phosphorylchloridite; In dichloromethane; at -78 - 20 ℃; Further stages.;
DOI:10.1002/ejoc.200300190

Reference yield:

: 100-39-0
benzyl bromide

: 607357-28-8
[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

1.2: NaH / tetrahydrofuran / 0 °C

1.3: Bu₄NI / tetrahydrofuran / 12 h / 40 °C

2.1: aq. HCl / tetrahydrofuran / 4 h / Heating

3.1: 93 percent / NIS / acetonitrile / 12 h / 20 °C

4.1: imidazole; Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

5.1: Na₂SO₃ / ethanol; H₂O / 2 h / 80 °C

6.1: pyridine / 1 h / 20 °C

7.1: Ac₂O / pyridine / 18 h / 80 °C

8.1: EtMgBr / CH₂Cl₂; diethyl ether / 0.5 h / 20 °C

8.2: 88 percent / CH₂Cl₂ / -78 - 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; N-iodo-succinimide; ethylmagnesium bromide; acetic anhydride; L-Selectride; triethylamine; sodium sulfite; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.200300190

Reference yield:

: 100906-42-1
2-O-benzyl-3,4-O-isopropylidene-L-threose

: 607357-28-8
[6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-1-yl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: EtMgBr / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

1.2: CH₂Cl₂; diethyl ether / 2 h / 20 °C

1.3: 69 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 20 °C

2.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

2.2: NaH / tetrahydrofuran / 0 °C

2.3: Bu₄NI / tetrahydrofuran / 12 h / 40 °C

3.1: aq. HCl / tetrahydrofuran / 4 h / Heating

4.1: 93 percent / NIS / acetonitrile / 12 h / 20 °C

5.1: imidazole; Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

6.1: Na₂SO₃ / ethanol; H₂O / 2 h / 80 °C

7.1: pyridine / 1 h / 20 °C

8.1: Ac₂O / pyridine / 18 h / 80 °C

9.1: EtMgBr / CH₂Cl₂; diethyl ether / 0.5 h / 20 °C

9.2: 88 percent / CH₂Cl₂ / -78 - 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; N-iodo-succinimide; ethylmagnesium bromide; acetic anhydride; L-Selectride; triethylamine; sodium sulfite; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.200300190