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1.What is the Methoxycarbonyl-L-tert-leucine ?
The coupling of the two key intermediates, N-(methoxycarbonyl)-l-tert-leucine acylated benzyl hydrazine and chloromethyl ketone, via an S N 2 reaction furnished the amino ketone in high yield under our optimized conditions in practical synthesis of the HIV Protease Inhibitor Atazanavir via a Highly diastereoselective Reduction Approach.
-
-
20859-02-3
L-tert-Leucine
-
-
79-22-1
methyl chloroformate
-
-
162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid
| Conditions | Yield |
|---|---|
|
With
sodium hydroxide;
In
1,4-dioxane; water;
at 60 ℃;
for 18h;
pH=8 - 9;
|
100%
|
|
With
sodium hydroxide;
In
1,4-dioxane; water;
at 25 - 60 ℃;
for 22h;
|
98%
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 25 - 60 ℃;
for 22h;
With
hydrogenchloride;
In
water;
|
98%
|
|
With
sodium hydroxide;
In
water;
at 25 ℃;
for 2h;
pH=10 - 13;
Product distribution / selectivity;
|
98%
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 50 - 60 ℃;
for 18h;
With
hydrogenchloride;
In
1,4-dioxane; water;
at 0 ℃;
pH=~ 1 - ~ 2;
|
92%
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 50 - 60 ℃;
for 18h;
With
hydrogenchloride;
In
water;
at 0 ℃;
pH=1 - 2;
|
92%
|
|
With
sodium hydroxide;
In
tetrahydrofuran; water;
at 35 ℃;
for 0.533333h;
|
91%
|
|
With
sodium hydroxide;
In
1,4-dioxane;
at 60 ℃;
for 18h;
|
90%
|
|
With
sodium hydroxide;
In
tetrahydrofuran;
at 60 ℃;
|
90%
|
|
With
sodium hydroxide;
at 60 ℃;
for 20h;
|
89%
|
|
With
sodium hydroxide;
In
1,4-dioxane;
at 60 ℃;
for 18h;
Inert atmosphere;
|
83%
|
|
With
sodium hydroxide;
In
water;
at 60 ℃;
for 18h;
|
82%
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 20 - 60 ℃;
for 20h;
With
hydrogenchloride;
In
1,3-dioxane; water;
pH=2;
|
76%
|
|
With
sodium carbonate; sodium hydroxide;
In
water;
at 20 ℃;
for 3.25h;
Cooling with ice;
|
71%
|
|
With
sodium carbonate; sodium hydroxide;
In
water;
at 20 ℃;
for 3.25h;
Cooling with ice;
|
71%
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 60 ℃;
With
hydrogenchloride;
In
water;
pH=2;
|
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
1,4-dioxane; water;
at 60 ℃;
for 14h;
With
hydrogenchloride;
In
water;
at 20 ℃;
pH=2;
|
|
|
L-tert-Leucine; methyl chloroformate;
With
sodium hydroxide;
In
water;
at 60 ℃;
for 18h;
With
hydrogenchloride;
In
water;
at 25 ℃;
|
|
|
With
sodium carbonate; sodium hydroxide;
In
water;
at 0 - 20 ℃;
for 4.33h;
|
|
|
With
sodium carbonate; sodium hydroxide;
In
water;
at 20 ℃;
for 3h;
|
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62965-35-9
N-tert-butyloxycarbonyl-L-tert-leucine
-
-
162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid
| Conditions | Yield |
|---|---|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride / toluene; water / 3 h / 60 °C
2: sodium hydroxide / water / 2 h / 25 °C / pH 10 - 13
With
hydrogenchloride; sodium hydroxide;
In
water; toluene;
|
2.What is the CAS number for Methoxycarbonyl-L-tert-leucine ?
The CAS number of Methoxycarbonyl-L-tert-leucine is 162537-11-3.
More information of Methoxycarbonyl-L-tert-leucine 162537-11-3 are:
|
CAS?Number |
162537-11-3 |
|
Density |
1.126 g/cm3 |
|
Melting Point |
109 °C |
|
Boiling Point |
320.9 °C at 760 mmHg |
|
Flash Point |
147.9 °C |
|
Vapor Pressure |
6.39E-05mmHg at 25°C |
|
Refractive Index |
1.459 |
|
HS CODE |
2933399090 |
|
PSA |
75.63000 |
|
LogP |
1.23260 |
|
Pka |
4.46±0.10(Predicted) |
3.What are another words for Methoxycarbonyl-L-tert-leucine ?
Synonyms?for?Methoxycarbonyl-L-tert-leucine 162537-11-3:N-(Methoxycarbonyl)-L-tert-leucine;(S)-N-(methoxycarbonyl)-tert-leucine;
4.What is the molecular formula of Methoxycarbonyl-L-tert-leucine?
The chemical formula of ?Methoxycarbonyl-L-tert-leucine is?C8H15NO4 which containing 8 Carbon atoms,15 Hydrogen atoms,1 Nitrogen atoms and 4 Oxygen atoms,and the molecular weight of??Methoxycarbonyl-L-tert-leucine?is 189.211.
5.What is Methoxycarbonyl-L-tert-leucine (162537-11-3) used for?
Methoxycarbonyl-L-tert-leucine is a kind of amino acid deriviative. It is a very useful intermediate for efficient synthesis of the HIV protease inhibitor BMS-232632 as well as atazanavir bisulfate.
InChI:InChI=1/C8H15NO4/c1-8(2,3)5(6(10)11)9-7(12)13-4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m1/s1
Relevant articles related to Methoxycarbonyl-L-tert-leucine:
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Source |
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