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Cas Database |
| Name |
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate |
EINECS | 1592732-453-0 |
| CAS No. | 880468-89-3 | Density | 1.103±0.06 g/cm3(Predicted) |
| PSA | 76.66000 | LogP | 2.62430 |
| Solubility | N/A | Melting Point |
63-64 °C |
| Formula | C16H24 N2 O4 | Boiling Point | 507.6±50.0 °C(Predicted) |
| Molecular Weight | 308.378 | Flash Point | N/A |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
TERT-BUTYL N-[(1R)-1-(BENZYLCARBAMOYL)-2-METHOXYETHYL]CARBAMATE;(R)-TERT-BUTYL-1-(BENZYLAMINO)-3-METHOXY-1-OXOPROPAN-2-YLCARBAMATE;(R)-N-benzyl-2-N-Boc-amino-3-methoxypropionamide; |
Article Data | 26 |
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate Synthetic route
- 100-46-9
benzylamine
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| In dichloromethane at 0 - 5℃; for 0.5h; | 100% |
- 1253790-58-7
tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate
- 77-78-1
dimethyl sulfate
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 0 - 30℃; for 1.5h; | 96.28% |
| With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 4 - 25℃; Inert atmosphere; | 75.8% |
| Stage #1: tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate; dimethyl sulfate With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane; water at 4 - 25℃; Cooling with ice; Inert atmosphere; Stage #2: With ammonium hydroxide In dichloromethane; water | 75.8% |
- 100-46-9
benzylamine
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| at 20℃; for 3h; | 90.4% |
- 100-46-9
benzylamine
- 86123-95-7
(R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: (R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: benzylamine In tetrahydrofuran at -78 - 20℃; for 1h; | 90% |
| With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -78 - 30℃; for 1h; Inert atmosphere; | 90% |
| Stage #1: (R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid With 4-methyl-morpholine In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: benzylamine With isobutyl chloroformate In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere; | 90% |
- 1253790-58-7
tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate
- 420-37-1
trimethoxonium tetrafluoroborate
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane at 20℃; for 16h; Inert atmosphere; Green chemistry; | 81% |
- 1253790-58-7
tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate
- 80-48-8
methyl p-toluene sulfonate
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; potassium hydroxide In toluene at -1 - 2℃; Solvent; Reagent/catalyst; Temperature; | 80% |
| With tetrabutylammomium bromide; potassium hydroxide In water; toluene at 20℃; for 3h; Reagent/catalyst; | 60.97g |
| With tetrabutylammomium bromide; sodium hydroxide In water at 20℃; for 3h; | 38.5 g |
| With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 20℃; for 3h; | 38.5 g |
- 100-46-9
benzylamine
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / -5 °C 1.2: -5 - 0 °C 2.1: potassium hydroxide / dichloromethane / 5 °C 2.2: 5 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: methyl chloroformate; 4-methyl-morpholine / dichloromethane / 0.5 h / 35 °C 1.2: 20 °C 2.1: sodium hydroxide; tetrabutylammomium bromide / toluene; water / 2 - 27 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: isobutyl chloroformate; 4-methyl-morpholine / dichloromethane / 5 °C 1.2: 0 - 5 °C 2.1: potassium hydroxide / 5 °C 2.2: 5 °C View Scheme |
- 24424-99-5
di-tert-butyl dicarbonate
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 10 h / 20 - 25 °C 2.1: sodium hydroxide / water / 0.5 h / 0 - 5 °C 2.2: 14 h / 5 - 10 °C 2.3: 0 - 5 °C 3.1: chloroformic acid ethyl ester; 4-methyl-morpholine / dichloromethane / 0.25 h / -15 - -10 °C 3.2: 3 h / -15 - 25 °C View Scheme | |
| Multi-step reaction with 3 steps 1.1: sodium hydroxide / water 1.2: 16 h / 20 °C 1.3: pH 3.5 - 4 2.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / -20 - 20 °C 3.1: sodium hydroxide / tetrabutylammomium bromide / dichloromethane; water / 2 h / 5 - 20 °C View Scheme | |
| Multi-step reaction with 3 steps 1.1: dmap; sodium hydroxide / water; tert-butyl alcohol / 11 h / 20 °C 2.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 0.5 h / 0 - 5 °C 2.2: 20 °C 3.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / -10 - -5 °C 3.2: 20 °C View Scheme |
- 3262-72-4, 3850-40-6, 6368-20-3, 90582-28-8, 84311-18-2
(R)-N-tert-butoxycarbonyl serine
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydroxide / water / 0.5 h / 0 - 5 °C 1.2: 14 h / 5 - 10 °C 1.3: 0 - 5 °C 2.1: chloroformic acid ethyl ester; 4-methyl-morpholine / dichloromethane / 0.25 h / -15 - -10 °C 2.2: 3 h / -15 - 25 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / -5 °C 1.2: -5 - 0 °C 2.1: potassium hydroxide / dichloromethane / 5 °C 2.2: 5 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / -20 - 20 °C 2: sodium hydroxide / tetrabutylammomium bromide / dichloromethane; water / 2 h / 5 - 20 °C View Scheme |
- 880468-89-3
tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium chlorite; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile / 6 h / 35 °C / pH 6.7 / aq. phosphate buffer 2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -78 °C / Inert atmosphere 2.2: 1 h / -78 - 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / acetonitrile; aq. phosphate buffer / 7 h / 35 °C / pH 6.7 2: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -78 - 30 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 2 steps 1.1: potassium dihydrogenphosphate; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / acetonitrile / 3 h / 20 °C 2.1: 4-methyl-morpholine / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere 2.2: 1 h / -78 - 20 °C / Inert atmosphere View Scheme |
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(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
