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Basic Information
| CAS No.: | 3190-71-4 |
|---|---|
| Name: | H-GLU(OBZL)-NCA |
| Article Data: | 108 |
| Molecular Structure: | |
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| Formula: | C13H13 N O5 |
| Molecular Weight: | 263.25 |
| Synonyms: | 4-Oxazolidinepropanoicacid, 2,5-dioxo-, phenylmethyl ester, (S)- (9CI); 4-Oxazolidinepropionic acid,2,5-dioxo-, benzyl ester, L- (8CI); (+)-(S)-Glutamic acid g-Benzyl ester N-carboxyanhydride;5-Benzyl L-glutamate N-carboxyanhydride; Carbonic acid,(4S)-2,5-dioxo-4-oxazolidinyl phenylmethyl ester; N-Carboxy-g-benzyl-L-glutamate anhydride;N-Carboxyanhydride g-benzyl L-glutamate; g-Benzyl L-N-carboxyglutamic anhydride; g-Benzyl L-glutamate N-carboxyanhydride; g-Benzyl L-glutamateN-carboxyanhydride; g-Benzyl N-carboxy-L-glutamic anhydride; g-Benzyl-L-glutamic acid carboxyanhydride |
| Density: | 1.293g/cm3 |
| Melting Point: | 97-98℃ |
| PSA: | 81.70000 |
| LogP: | 1.47380 |
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Synthetic route
- 75-44-5
phosgene
- 1676-73-9
L-glutamic acid γ-benzyl ester
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; toluene at 50℃; for 1h; | 95.4% |
| In tetrahydrofuran; toluene at 50℃; for 1.16h; | 95.4% |
| In tetrahydrofuran at 50℃; for 3h; Inert atmosphere; | 93.5% |
- 32315-10-9
bis(trichloromethyl) carbonate
- 1676-73-9
L-glutamic acid γ-benzyl ester
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 40℃; Inert atmosphere; | 95.1% |
| at 50℃; for 12h; Inert atmosphere; | 94% |
| In ethyl acetate for 3h; Inert atmosphere; Reflux; | 92% |
- 1676-73-9
L-glutamic acid γ-benzyl ester
- 503-38-8
trichloromethyl chloroformate
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran; ethanol; water for 1.5h; Inert atmosphere; Reflux; | 95% |
| In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; | 95% |
| In tetrahydrofuran at 70℃; Inert atmosphere; | 95% |
Conditions
| Conditions | Yield |
|---|---|
| With phosgene In tetrahydrofuran at 45 - 65℃; for 1.08333h; | 89.2% |
| With phosgene In tetrahydrofuran; toluene for 8h; Ambient temperature; | 88.3% |
| Multi-step reaction with 2 steps 1: aqueous KHCO3 2: PCl5 View Scheme | |
| With bis(trichloromethyl) carbonate; α-pinene In ethyl acetate at 105℃; | |
| With bis(trichloromethyl) carbonate |
- 24424-95-1
di-tert-butyl tricarbonate
- 1676-73-9
L-glutamic acid γ-benzyl ester
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 60℃; for 4h; | 84% |
- 463-71-8
thiophosgene
- 1676-73-9
L-glutamic acid γ-benzyl ester
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; | 73% |
- 13574-13-5
Boc-Glu(OBzl)-OH
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| With bis(trichloromethyl) carbonate; triethylamine In ethyl acetate Ambient temperature; | 72% |
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| With acetic acid In tetrahydrofuran at 95℃; for 24h; Temperature; Green chemistry; | 66.7% |
- 5680-86-4
N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid
- 3190-71-4
5-benzyl L-glutamate N-carboxyanhydride
Conditions
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 30 percent / conc. HCl / 1.) 100 deg C, 3 h, 2.) r.t., overnight 2: 70 percent / dioxane / 2 h / 60 °C View Scheme |
