126330-77-6

Basic information

• Product Name: Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI);N-(tert-Butoxycarbonyl)-D-serine b-Lactone;N-(tert-Butoxycarbonyl)-D-serine beta-Lactone;(R)-(2-Oxo-3-oxetanyl)carbamic acid tert-butyl ester;N-[(3R)-2-Oxo-3-oxetanyl]carbamic acid 1,1-dimethylethyl ester;(R)-tert-Butyl (2-oxooxetan-3-yl)carbaMate;Boc-D-Serine-beta-Lactone;N-Boc-D-serine-β-lactone, 95%
• CAS NO: 126330-77-6
• Molecular Formula: C₈H₁₃NO₄
• Molecular Weight: 187.19312
• Product Categories: N-BOC
• Mol File: 126330-77-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 121-122℃
• Boiling Point: 319℃
• Flash Point: 147℃
• Appearance: /
• Density: 1.185 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.53±0.20(Predicted)
• CAS DataBase Reference: Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI)(126330-77-6)
• EPA Substance Registry System: Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI)(126330-77-6)

Safety Data

• Hazardous Substances Data: 126330-77-6(Hazardous Substances Data)

Usage

General Description

Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI) is a chemical compound with the molecular formula C8H13NO4. It is also known by the name of 3-oxetanone, 2-oxo, 1,1-dimethylethyl carbamate. Carbamic acid, [(3R)-2-oxo-3-oxetanyl]-, 1,1-dimethylethyl ester (9CI) is an ester derivative of carbamic acid and is commonly used in the production of pharmaceuticals and agricultural chemicals. It is a colorless liquid with a slightly fruity odor and is known to be stable under normal temperatures and pressures. The compound is classified as a potential skin and eye irritant, and proper safety precautions should be taken when handling it.

InChI:InChI=1/C8H13NO4/c1-8(2,3)13-7(11)9-5-4-12-6(5)10/h5H,4H2,1-3H3,(H,9,11)/t5-/m1/s1

Upstream product

• 3262-72-4 (R)-N-tert-butoxycarbonyl serine 
• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1013028-29-9 tert-butyl (2S)-1-hydroxy-3-oxobutan-2-ylcarbamate 

Downstream Products

• 73259-81-1 N²-tertbutoxycarbonyl-D-2,3-diaminopropanoic acid 
• 73259-81-1 N²-tertbutoxycarbonyl-L-2,3-diaminopropanoic acid 
• 126330-78-7 (R)-2-tert-Butoxycarbonylamino-3-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propionylamino)-propionic acid 
• 126330-78-7 N²-tertbutoxycarbonyl N³-(N-tertbutoxycarbonyl carbamoylserine) diaminopropanoic acid 
• 161448-76-6 (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-fluorophenyl)thio>propionic acid 
• 172882-68-7 (S)-2-<(tert-butoxycarbonyl)amino>-3-<<(p-trifluoromethyl)phenyl>thio>propionic acid 
• 161448-74-4 (S)-2-<(tert-butoxycarbonyl)amino>-3-(phenylthio)propionic acid 
• 178861-37-5 N-(tert-butoxycarbonyl)-L-(Se)-phenylselenocysteine 
• 149572-97-4 (R)-2-oxo-3-oxetanylammonium toluene-4-sulfonate 
• 183953-82-4 (R)-N-(2'-amino-4',5'-dimethylphenyl)-2-[N-(tert-butoxycarbonyl)amino]-3-hydroxypropionamide 
• 183953-83-5 (R)-N-(2'-aminophenyl)-2-[N-(tert-butoxycarbonyl)amino]-3-hydroxypropionamide 
• 225780-77-8 2-(R)-(tert-butoxycarbonyl)-amino-3-azidopropionic acid 
• 179087-83-3 (S)-2-tert-butoxycarbonylamino-3-phenylselanylpropionic acid 
• 485803-30-3 N^α-Boc-β-(1,2,3,4-tetrahydro-2,4-dioxoquinazolin-3-yl)-D-alanine benzyl ester 

Relevant articles and documents

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Gatorbulin-1, a distinct cyclodepsipeptide chemotype, targets a seventh tubulin pharmacological site

Tubulin-targeted chemotherapy has proven to be a successful and wide spectrum strategy against solid and liquid malignancies. Therefore, new ways to modulate this essential protein could lead to new antitumoral pharmacological approaches. Currently known tubulin agents bind to six distinct sites at α/β-tubulin either promoting microtubule stabilization or depolymerization. We have discovered a seventh binding site at the tubulin intradimer interface where a novel microtubule-destabilizing cyclodepsipeptide, termed gatorbulin-1 (GB1), binds. GB1 has a unique chemotype produced by a marine cyanobacterium. We have elucidated this dual, chemical and mechanistic, novelty through multidimensional characterization, starting with bioactivity-guided natural product isolation and multinuclei NMR-based structure determination, revealing the modified pentapeptide with a functionally critical hydroxamate group; and validation by total synthesis. We have investigated the pharmacology using isogenic cancer cell screening, cellular profiling, and complementary phenotypic assays, and unveiled the underlying molecular mechanism by in vitro biochemical studies and high-resolution structural determination of the α/β-tubulin?GB1 complex.

Novel Easily Recyclable Bifunctional Phosphonic Acid Carrying Tripeptides for the Stereoselective Michael Addition of Aldehydes with Nitroalkenes

A novel bifunctional organocatalyst library combining both aminocatalysis and phosphonic acid activation was used for the first time as an efficient tool for the stereoselective Michael addition of aldehydes with several aromatic nitroalkenes with good selectivities up to 95:5 dr and 93:7 er. Due to their high water solubility, the catalysts were easily recyclable and could be reused over several cycles without any significant loss of selectivity.