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Buy Quality tert-Butyl carbazate 870-46-2 In Stock with Immediately Delivery
- Molecular Formula: C5H12N2O2
- Molecular Weight: 132.162
- Appearance/Colour: White to pale yellow lumps
- Vapor Pressure: 0.024mmHg at 25°C
- Melting Point: 39-42 °C(lit.)
- Refractive Index: 1.4496 (estimate)
- Boiling Point: 303.6 °C at 760 mmHg
- PKA: 10.74±0.20(Predicted)
- Flash Point: 94.7 °C
- PSA: 64.35000
- Density: 1.039 g/cm3
- LogP: 1.47600
tert-Butyl carbazate(Cas 870-46-2) Usage
|
Synthesis Reference(s) |
Journal of the American Chemical Society, 82, p. 2725, 1960 DOI: 10.1021/ja01496a018Chemical and Pharmaceutical Bulletin, 18, p. 217, 1970 DOI: 10.1248/cpb.18.217 |
|
Purification Methods |
Distil it in a Claisen flask with a water or oil bath at ca 80o. After a couple of drops have distilled, the carbazate is collected as an oil which solidifies to a snow white solid. It can be crystallised with 90% recovery from a 1:1 mixture of pet ether (b 30-60o) and pet ether (b 60-70o). [Carpino et al. Org Synth Coll Vol V 166 1973, Caprino et al. Org Synth 44 20 1964, Beilstein 3 IV 175.] |
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General Description |
Tert-Butyl carbazate is a versatile reagent used in organic synthesis, particularly for the preparation of hydrazine derivatives. It serves as a key intermediate in reductive hydrazination reactions, as demonstrated in the synthesis of 3-substituted L-fuco-azafagomines, which act as selective inhibitors of α-L-fucosidases. Additionally, it is employed as a precursor in ring-closing metathesis (RCM) reactions to generate fluorinated cyclic hydrazines, highlighting its utility in constructing biologically relevant heterocycles. Its role in these synthetic pathways underscores its importance in medicinal chemistry and the development of potential therapeutic agents. |
InChI:InChI=1/C5H12N2O2/c1-5(2,3)7(6)4(8)9/h6H2,1-3H3,(H,8,9)/p-1
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870-46-2 Process route
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20866-46-0
N,1'-bis[(1,1-dimethylethoxy)carbonyl]-L-histidine
-
-
870-46-2
t-butoxycarbonylhydrazine
-
-
17791-52-5
N-(tert-butoxycarbonyl)-L-histidine
| Conditions | Yield |
|---|---|
|
In
ethanol;
for 0.166667h;
Yield given. Yields of byproduct given;
Heating;
|
-
-
24424-99-5
di-tert -butyl dicarbonate
-
-
870-46-2
t-butoxycarbonylhydrazine
| Conditions | Yield |
|---|---|
|
With
hydrazine hydrate;
|
97%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 ℃;
for 2h;
|
97%
|
|
With
hydrogenchloride; hydrazine hydrate;
In
methanol;
at 0 - 10 ℃;
Solvent;
Temperature;
|
94.4%
|
|
With
potassium carbonate; hydrazine hydrate;
In
1,4-dioxane; water;
at 20 ℃;
for 12h;
|
93%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 25 ℃;
|
93%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
Inert atmosphere;
|
90%
|
|
With
hydrazine hydrate; toluene-4-sulfonic acid;
In
water;
at -5 - 0 ℃;
for 1.5h;
|
90%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
for 1h;
|
85%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 10 ℃;
for 0.5h;
Cooling with ice;
|
80%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 20 ℃;
for 0.333333h;
|
78.1%
|
|
With
hydrazine hydrate;
In
dichloromethane; isopropyl alcohol;
at 0 - 20 ℃;
for 0.333333h;
|
78%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
for 1h;
|
76%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 20 ℃;
for 2h;
|
75%
|
|
With
hydrazine hydrate;
In
tetrahydrofuran;
at 0 - 20 ℃;
|
74.4%
|
|
With
hydrazine hydrate;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
|
70%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
for 2h;
|
47%
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
|
|
|
Multi-step reaction
with
2
steps
1: 1 M K2
CO3
/ propan-2-ol / 1 h / 30 - 40 °C
2: ethanol / 0.17 h / Heating
With
potassium carbonate;
In
ethanol; isopropyl alcohol;
|
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
|
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
|
|
|
With
hydrazine hydrate;
In
dichloromethane;
at 0 - 20 ℃;
for 5h;
|
|
|
With
hydrazine hydrate;
In
isopropyl alcohol;
at 0 - 20 ℃;
|
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