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

Base Information

Chemical Name:6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole
CAS No.:607357-27-7
Molecular Formula:C₃₇H₃₉IN₂O₃Si
Molecular Weight:714.718
Hs Code.:

6,7-bis-benzyloxy-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5<i>H</i>-pyrrolo[1,2-<i>c</i>]imidazole

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

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Chemical Property of 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole

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Technology Process of 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole

There total 10 articles about 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-iodo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole 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:

: methanesulfonic acid 2,3-bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-(5-iodo-1H-imidazol-4-yl)-propyl ester

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

Guidance literature:: With acetic anhydride; In pyridine; at 80 ℃; for 18h;
DOI:10.1002/ejoc.200300190

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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