ChemicalBook > CAS DataBase List > N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE

N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE

Product Name: N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE
CAS No.: 98541-64-1
Chemical Name: N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE
Synonyms: N-Boc-L<;-serine beta-L;Boc L-Serine β-Lactone;N-Boc L-Serine -Lactone;N-Boc L-Serine b-Lactone;N-Boc L-Serine β-Lactone;Boc-L-Serine-beta-Lactone;N-BOC-L-SERINE BETA-LACTONE;(S)-3-BOC-AMINO-2-OXOOXETANE;N-Boc-L-serine β-lactone, >=97%
CBNumber: CB1741953
Molecular Formula: C8H13NO4
Formula Weight: 187.19
MOL File: 98541-64-1.mol

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N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE Property

Melting point:: 117-119 °C
Boiling point:: 319.0±31.0 °C(Predicted)
Density: 1.18±0.1 g/cm3(Predicted)
refractive index: -26 ° (C=1, CH3CN)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol(Slightly)
pka: 10.53±0.20(Predicted)
form: Solid
color: White to Off-White
Stability:: Unstable in Solution
InChI: InChI=1S/C8H13NO4/c1-8(2,3)13-7(11)9-5-4-12-6(5)10/h5H,4H2,1-3H3,(H,9,11)/t5-/m0/s1
InChIKey: HRJDEHQWXAPGBG-YFKPBYRVSA-N
SMILES: C(OC(C)(C)C)(=O)N[C@H]1COC1=O
CAS DataBase Reference: 98541-64-1

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Safety

Safety Statements: 24/25
HS Code: 29322090

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical

Product number: B1995
Product name: N-(tert-Butoxycarbonyl)-L-serine beta-Lactone
Purity: >98.0%(N)
Packaging: 1g
Price: $443
Updated: 2025/07/31

TCI Chemical

Product number: B1995
Product name: N-(tert-Butoxycarbonyl)-L-serine beta-Lactone
Purity: >98.0%(N)
Packaging: 5g
Price: $1330
Updated: 2025/07/31

Usbiological

Product number: B2526-85
Product name: N-Boc L-Serine b-Lactone
Packaging: 500mg
Price: $425
Updated: 2021/12/16

TRC

Product number: B667390
Product name: N-BocL-Serineβ-Lactone
Packaging: 2.5g
Price: $945
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB31428
Product name: Boc-L-serine-b-lactone
Packaging: 250mg
Price: $50
Updated: 2021/12/16

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N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

An important -lactone inhibitor

Synthesis

3262-72-4

98541-64-1

The general procedure for the synthesis of N-(tert-butoxycarbonyl)-L-serine-β-lactone (AA2-1) from Boc-L-serine was as follows: to a dry 250 mL three-necked flask (equipped with a mechanical stirrer) under nitrogen protection was added triphenylphosphine (4.5 g, 17.1 mmol, 1.1 equiv.) and 100 mL of anhydrous THF:CH3CN (1:9 ) solvent mixture. The mixture was stirred until completely dissolved and then cooled to -55 °C (bath temperature). Dimethyl azodicarboxylate (DMAD, 1.9 mL, 17.1 mmol, 1.1 eq.) was slowly added dropwise over 10 minutes. After dropwise addition, stirring was continued for 20 minutes. Subsequently, Boc-Ser-OH (3.18 g, 15.5 mmol, 1.0 eq.) dissolved in 50 mL of anhydrous THF:CH3CN (1:9) was added dropwise over 30 minutes. The reaction mixture was stirred at -55 °C for 1.5 h. After removing the cooling bath, the reaction solution was allowed to slowly warm up to room temperature. After reaching room temperature, the solvent was removed by concentration under reduced pressure. The resulting yellow oil was purified by fast column chromatography [elution gradient: hexane:EtOAc (80:20) to (60:40)] to give 2.10 g AA2-1 as a white solid in 72% yield. It is recommended that purification of the feedstock be completed on the day of the reaction to avoid decomposition. DCM can be added if necessary to help dissolve the crude product.TLC assay conditions (Hex/EtOAc, 60/40): rf = 0.55 (CMA).

References

[1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 3, p. 1330 - 1340
[2] Journal of the American Chemical Society, 1985, vol. 107, # 24, p. 7105 - 7109
[3] Patent: US2010/93720, 2010, A1. Location in patent: Page/Page column 37
[4] Heterocycles, 2001, vol. 55, # 1, p. 1 - 4
[5] Journal of Medicinal Chemistry, 1996, vol. 39, # 22, p. 4430 - 4438

N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE manufacturers

Career Henan Chemical Co

Product: N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE 98541-64-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99.0%
Supply Ability: 100 kg
Release date: 2020-01-10

98541-64-1, N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONERelated Search:

1-BOC-3-BROMOMETHYLPIPERIDINE TERT-BUTYL 3-(2-BROMOETHYL)PIPERIDINE-1-CARBOXYLATE N-BOC-3-MESYLOXYPIPERIDINE N-Boc-2-amino-5-bromo[1,3,4]thiadiazole N-ACETYLLACTOSAMINE Dodecyl acrylate NALPHA-FMOC-L-SERINE TERT-BUTYL ESTER BOC-L-Serine 2-Oxetanone 3-OXETANAMINE N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE tert-Butyl N-[4-(aminomethyl)phenyl]carbamate (6-amino-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester (S)-1-(TERT-BUTOXYCARBONYL)-2,3-OXIRANYLMETHYLAMINE TERT-BUTYL 3-FORMYLBENZYLCARBAMATE tert-butyl N-(2-amino-3-{[(tert-butoxy)carbonyl]amino}propyl)carbamate OTAVA-BB 1398878 tert-Butyl 4-(hydroxymethyl)benzyl(methyl)carbamate

(S)-ALPHA-BOC-AMINO-BETA-PROPIOLACTONE

(S)-ALPHA-TERT-BUTOXYCARBONYLAMINO-BETA-PROPIOLACTONE

(S)-3-(TERT-BUTOXYCARBONYLAMINO)-2-OXETANONE

N-(TERT-BUTOXYCARBONYL)-L-SERINE BETA-LACTONE

N-BOC-L-SERINE BETA-LACTONE

[(3S)-2-oxo-3-oxetanyl]-1,1-dimethylethyl Ester Carbamic Acid

N-Boc L-Serine b-Lactone

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one

(S)-tert-butyl 2-oxooxetan-3-ylcarbamate

N-(tert-Butoxycarbonyl)-L-serine b-Lactone

N-Boc L-Serine -Lactone

N-Boc-L-serine β-lactone, >=97%

(S)-3-BOC-AMINO-2-OXOOXETANE

Boc-L-Serine-beta-Lactone

(S)-alpha-Boc-amino-beta-propiolactone N-Boc-L-serine beta-Lactone (S)-3-(tert-Butoxycarbonylamino)-2-oxetanone (S)-alpha-tert-Butoxycarbonylamino-beta-propiolactone

Butoxycarbonylserinebetalactone

N-(tert-Butoxycarbonyl)-L-serine beta-lactone 98541-64-1

N-(tert-Butoxycarbonyl)-L-serine β-Lactone &gt

-serine beta-L

Carbamic acid, N-[(3S)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester

N-Boc L-Serine β-Lactone

N-(tert-Butoxycarbonyl)-L-serine β-Lactone

(S)-α-Boc-amino-β-propiolactone

tert-butyl N-[(3S)-2-oxooxetan-3-yl]carbamate

(S)-N-(tert-Butoxycarbonyl)-3-amino-2-oxetanone

tert-Butyl (S)-(2-oxooxetan-3-yl)carbamate

Boc L-Serine β-Lactone

N-Boc-<SC>L<

N-Boc-L-serine beta-lactone, beta-lactone inhibitor

(S)-tert-Butyl (2-oxooxetan-3-yl)carbamate - [B2081]

98541-64-1

Oxetanes

Simple 4-Membered Ring Compounds

Amines (Chiral)

Chiral Building Blocks

Amino Acids & Derivatives

Inhibitors

Amines (Chiral)

Chiral Building Blocks

Oxetanes

Simple 4-Membered Ring Compounds

Synthetic Organic Chemistry