Boc-3-Hydroxy-1-adamantyl-D-glycine
Contact usCost-effective and customizable Boc-3-Hydroxy-1-adamantyl-D-glycine 361442-00-4 factory
- Molecular Formula: C17H27NO5
- Molecular Weight: 325.405
- Boiling Point: 497.253 °C at 760 mmHg
- PKA: 3.93±0.10(Predicted)
- Flash Point: 254.53 °C
- PSA: 95.86000
- Density: 1.296 g/cm3
- LogP: 2.68650
361442-00-4 Relevant articles
Preparation of an amino acid intermediate for the dipeptidyl Peptidase IV inhibitor, saxagliptin, using a modified phenylalanine dehydrogenase
Hanson, Ronald L.,Goldberg, Steven L.,Brzozowski, David B.,Tully, Thomas P.,Cazzulino, Dana,Parker, William L.,Lyngberg, Olav K.,Vu, True C.,Wong, Michael K.,Patel, Ramesh N.
, p. 1369 - 1378 (2007)
The non-proteinogenic amino acid 2-(3-hy...
Synthetic method of saxagliptin intermediate
-
Paragraph 0032; 0041-0043; 0052-0053, (2021/11/21)
The invention belongs to the technical f...
A process for preparing hydroxy adamantane glycine derivatives
-
Paragraph 0034-0036, (2017/07/14)
The invention aims to provide a novel an...
Intermediates for synthesizing sand Geleg sandbank N-tert-butoxycarbonyl-3-hydroxy-1-adamantyl-D-gly method
-
Paragraph 0014; 0028; 0029, (2018/02/04)
The invention discloses a novel method o...
PROCESS FOR PREPARING DIPEPTIDYL PEPTIDASE IV INHIBITORS AND INTERMEDIATES THEREFOR
-
Paragraph 0034; 0055; 0087; 0088; 0089; 0090; 0091, (2016/07/27)
A process for preparing an amine of the ...
361442-00-4 Process route
-
-
709031-29-8,709031-30-1
(αS)-α-amino-3-hydroxytricyclo[3.3.1.13,7 ]decane-1-acetic acid
-
-
24424-99-5
di-tert -butyl dicarbonate
-
-
361442-00-4
(αS)-α-[[(1,1-dimethylethoxy)carbonyl]-amino]-3-hydroxytricyclo[3.3.1.13,7 ]decane-1-acetic acid
| Conditions | Yield |
|---|---|
|
With
potassium carbonate;
In
tetrahydrofuran;
at 20 ℃;
for 12h;
|
98%
|
|
With
potassium phosphate;
In
tetrahydrofuran; sodium hydroxide;
at 20 ℃;
for 2h;
|
88%
|
|
(αS)-α-amino-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid; di-tert-butyl dicarbonate;
With
sodium hydroxide;
for 4h;
pH=10;
With
sulfuric acid;
In
Isopropyl acetate; water;
for 0.0833333 - 0.166667h;
pH=2.0 - 8;
|
88%
|
|
With
sodium hydroxide;
In
Isopropyl acetate;
at 20 ℃;
for 4h;
pH=10;
Large scale;
|
88%
|
|
With
sodium hydroxide;
at 20 - 30 ℃;
for 12h;
Large scale;
|
87.53%
|
|
(αS)-α-amino-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid; di-tert-butyl dicarbonate;
With
sodium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
With
hydrogenchloride;
In
tetrahydrofuran; ethyl acetate;
for 1h;
pH=1 - 7;
|
|
|
With
sodium hydroxide;
at 25 - 30 ℃;
for 5h;
|
15.6 g
|
-
-
N-tert-butoxycarbonyl-3-hydroxy-1-adamantaneglycine
-
-
361442-00-4
(αS)-α-[[(1,1-dimethylethoxy)carbonyl]-amino]-3-hydroxytricyclo[3.3.1.13,7 ]decane-1-acetic acid
| Conditions | Yield |
|---|---|
|
With
(1R,2S)-2-Amino-1,2-diphenylethanol;
In
ethyl acetate;
at 20 ℃;
for 2h;
Reflux;
Resolution of racemate;
|
56%
|
|
Multi-step reaction
with
2
steps
1: ethyl acetate / 17.42 h / 20 - 70 °C / Resolution of racemate
2: hydrogenchloride / ethyl acetate; water / pH 3
With
hydrogenchloride;
In
water; ethyl acetate;
|
|
|
Multi-step reaction
with
2
steps
1: ethanol / 0.08 h / Resolution of racemate; Reflux
2: hydrogenchloride / water; ethyl acetate / pH 2
With
hydrogenchloride;
In
ethanol; water; ethyl acetate;
|
361442-00-4 Upstream products
-
361441-97-6
(alpha S)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]tricyclo[3.3.1.13,7 ]decane-1-acetic acid
-
709031-29-8
(αS)-α-amino-3-hydroxytricyclo[3.3.1.13,7 ]decane-1-acetic acid
-
24424-99-5
di-tert -butyl dicarbonate
-
361441-95-4
(S)-2-(adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetonitrile
361442-00-4 Downstream products
-
361442-01-5
tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13 '7 ]dec-1-yl)-2-oxoethyl]carbamate
-
709031-43-6
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7 ]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
-
1564265-93-5
saxagliptin
-
1564265-94-6
(S)-3-hydroxyadamantylglycine-D-cis-4,5-methanoprolinenitrile
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