3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

Base Information

Chemical Name:3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester
CAS No.:727709-23-1
Molecular Formula:C₃₁H₃₆F₅N₃O₅Si
Molecular Weight:653.721
Hs Code.:

3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6,7-dihydro-5<i>H</i>-pyrrolo[1,2-<i>c</i>]imidazole-1-carboxylic acid pentafluorophenyl ester

Synonyms:3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

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Chemical Property of 3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

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Technology Process of 3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

There total 9 articles about 3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic 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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 727709-23-1
3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / HOBt; EDCI; N-methylmorpholine / CH₂Cl₂

2: 96 percent / DBU / acetonitrile

3: 94 percent / NaOH / methanol

4: 87 percent / DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂

5: 66 percent / O₃ / CH₂Cl₂

6: 50 percent / TFA; NH₃ / xylene; methanol / 6 h / 150 °C

7: LiI; pyridine / 110 °C

8: pyridine / CH₂Cl₂

With 4-methyl-morpholine; pyridine; dmap; sodium hydroxide; ammonia; benzotriazol-1-ol; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium iodide; In methanol; dichloromethane; acetonitrile; xylene;
DOI:10.1055/s-2004-822906

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 727709-23-1
3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / HOBt; EDCI; N-methylmorpholine / CH₂Cl₂

2: 96 percent / DBU / acetonitrile

3: 94 percent / NaOH / methanol

4: 87 percent / DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂

5: 66 percent / O₃ / CH₂Cl₂

6: 50 percent / TFA; NH₃ / xylene; methanol / 6 h / 150 °C

7: LiI; pyridine / 110 °C

8: pyridine / CH₂Cl₂

With 4-methyl-morpholine; pyridine; dmap; sodium hydroxide; ammonia; benzotriazol-1-ol; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium iodide; In methanol; dichloromethane; acetonitrile; xylene;
DOI:10.1055/s-2004-822906

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 727709-23-1
3-(1-benzyloxycarbonylamino-2-methyl-propyl)-6-(tert-butyl-dimethyl-silanyloxy)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole-1-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / SOCl₂

2: 93 percent / HOBt; EDCI; N-methylmorpholine / CH₂Cl₂

3: 96 percent / DBU / acetonitrile

4: 94 percent / NaOH / methanol

5: 87 percent / DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂

6: 66 percent / O₃ / CH₂Cl₂

7: 50 percent / TFA; NH₃ / xylene; methanol / 6 h / 150 °C

8: LiI; pyridine / 110 °C

9: pyridine / CH₂Cl₂

With 4-methyl-morpholine; pyridine; dmap; sodium hydroxide; thionyl chloride; ammonia; benzotriazol-1-ol; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium iodide; In methanol; dichloromethane; acetonitrile; xylene;
DOI:10.1055/s-2004-822906