N-Cbz-D-Serine
-
N-Cbz-D-Serine
structure -
-
CAS No:
6081-61-4
-
Formula:
C11H13NO5
-
Chemical Name:
N-Cbz-D-Serine
-
Synonyms:
N-BENZYLOXYCARBONYL-D-SERINE;N-CBZ-D-SERINE;N-ALPHA-CARBOBENZOXY-D-SERINE;N-ALPHA-CBZ-D-SERINE;Z-D-SERINE;Z-D-SER-OH;CBZ-D-SERINE;N-(Carbobenzyloxy)-D-serine
- Categories:
-
CAS No:
Characteristics
95.9
0.4
1.354±0.06 g/cm3(Predicted)
116-119°C
487.5±45.0 °C(Predicted)
248.6±28.7 °C
-6 ° (C=6, AcOH)
Store at RT.
3.60±0.10(Predicted)
Keep in dark place,Sealed in dry,Room Temperature
N-Cbz-D-Serine Use and Manufacturing
A solution of NaHCO3 (605 g, 5.72 mol) in water(3 l) was cooled to 0–5°C on an ice bath, and D-serine (200 g, 1.90 mol) was added in portions (8–10 portions with 20–30 min interval). Then 50percent solution of benzyl chloroformate in toluene (780 g, 2.29 mol) at 0–5°C was added dropwise over a 1 h period. Reaction mixture was stirred for 2 h at 0–5°C, then warmed up to room temperature and stirred for 2 h more. Then EtOAc (400 ml) was added and pH adjusted to 2.0 with hydrochloric acid.Product was extracted with EtOAc (2×800 ml). Combined exstracts were concentrated under reduced pressure up to~640 ml affording a suspension. Cyclohexane (1200 ml) was added and resulting mixture slurried for 6 h. The purified product was isolated by filtration and dried under reduced pressure at 50°C to afford compound 2. Yield432.5 g (95percent), white solid, mp 119–120°C (mp 119°C
N-Benzyloxycarbonyl-D-serine is D-serine (S270975) with amine protected from eletrophiles by carboxybenzyl group in organic synthesis. N-Benzyloxycarbonyl-D-serine can be used to synthesize acetamido-methoxypropionamides such as Desacetyl Desmethyl Lacosamide (D288325) which is a potent anticonvulsant.
Computed Properties
Molecular Weight:239.22
XLogP3:0.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:239.07937252
Monoisotopic Mass:239.07937252
Topological Polar Surface Area:95.9
Heavy Atom Count:17
Complexity:263
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of N-Cbz-D-Serine
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
![China]()
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of fine chemicals,pharmaceutical materials
Learn More Other Chemicals
-
L-Cysteine
52-90-4
-
1-chloro-6-Methyl-5-nitroisoquinoline
943606-84-6
-
2-chloro-N-(2-oxothiolan-3-yl)acetamide
84611-22-3
-
N-[(Phenylmethoxy)carbonyl]-L-phenylalanylglycine Formula
13122-99-1
-
(αR)-α-[(Methoxycarbonyl)amino]benzeneacetic acid Formula
50890-96-5
-
3,4,5-Trimethoxy-N-(2-methoxyethyl)-N-(4-phenyl-2-thiazolyl)-benzamide Formula
461000-66-8
-
5-(4-Hydroxyphenyl)-2,4-imidazolidinedione Structure
2420-17-9
-
γ-Aminobenzenepropanol Structure
14593-04-5
-
What is tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
170491-63-1
-
What is (R)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID
774178-39-1