Home Cart 0 Sign in  

[ CAS No. 603130-12-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 603130-12-7
Chemical Structure| 603130-12-7
Structure of 603130-12-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 603130-12-7 ]

Related Doc. of [ 603130-12-7 ]

Alternatived Products of [ 603130-12-7 ]

Product Details of [ 603130-12-7 ]

CAS No. :603130-12-7 MDL No. :MFCD27987051
Formula : C11H21NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :LKBZAGUOZDYGKG-BDAKNGLRSA-N
M.W : 231.29 Pubchem ID :10988099
Synonyms :

Safety of [ 603130-12-7 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 603130-12-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 603130-12-7 ]
  • Downstream synthetic route of [ 603130-12-7 ]

[ 603130-12-7 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 603130-12-7 ]
  • [ 603130-13-8 ]
YieldReaction ConditionsOperation in experiment
78%
Stage #1: With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; Aliquat 336; sodium hydrogencarbonate; potassium bromide In Isopropyl acetate at 0 - 10℃; for 1.5 h;
Stage #2: at 5 - 10℃; for 1.5 h;
A reactor was charged with tert-butyl ((3R, 6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-3- yl)carbamate (1700 g; 1 eq.; prepared as described in Kriek et al, Eur. J. Org. Chem. (2003), 13, 2418-2427), NaHC03 (1241 g, 2 eq.), KBr (87 g, 0.1 eq.), TEMPO (17.6 g, 0.015 eq.), Aliquat 336 (17 mL, 0.005 eq.) and iPrOAc (17 L). The suspension was cooled to 0 °C and 10 percent NaOCl solution (10.2 L, 2.33 eq.) was added keeping the internal temperature below 5°C. The suspension was stirred at 10°C for 90 min. No starting material could be detected by TLC (visual control by ninhydrin stain). A 40percent NaHS03 solution (1.5 L) was added at 12°C. 25percent HC1 (2.5 L) was then added at 15°C. The mixture was heated to 20°C. The aq. layer was separated and extracted with iPrOAc (8.5 L). The combined org. layers were washed with water (15 L). The org. layer was concentrated at a jacket temperature of 100 °C and reduced pressure. 18 L solvent were removed, the residue was cooled to 65°C and Hept (14 L) was added. The resulting suspension was cooled to -6 °C and filtered. The product was dried on a 20 L rotary evaporator to yield the title compound as a white solid (1406 g; 78percent> yield).1H-NMR (d6-DMSO): δ = 12.64 (m, 1H), 6.85 (m, 1H), 3.84 (m, 1H), 3.76 (m, 1H), 3.32 (m, 1H), 3.01 (t, J = 10.5 Hz, 1H), 1.92 (m, 2H), 1.53 (m, 2H), 1.39 (s, 9H).GC-MS: tR = 3.49 min; [M+l]+ = 246
Reference: [1] Patent: WO2012/164498, 2012, A1, . Location in patent: Page/Page column 31
[2] European Journal of Organic Chemistry, 2003, # 13, p. 2418 - 2427
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 18, p. 7396 - 7415
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 603130-12-7 ]

Alcohols

Chemical Structure| 1822592-66-4

[ 1822592-66-4 ]

tert-Butyl (6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1923238-60-1

[ 1923238-60-1 ]

tert-butyl (cis-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1931996-65-4

[ 1931996-65-4 ]

tert-Butyl n-[(3R,6R)-6-(Hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00

Chemical Structure| 881657-35-8

[ 881657-35-8 ]

tert-Butyl ((3S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 603130-24-1

[ 603130-24-1 ]

tert-butyl N-[(3S,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00

Amides

Chemical Structure| 1822592-66-4

[ 1822592-66-4 ]

tert-Butyl (6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1923238-60-1

[ 1923238-60-1 ]

tert-butyl (cis-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1245648-17-2

[ 1245648-17-2 ]

(R)-tert-Butyl (tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 0.94

Amines

Chemical Structure| 1822592-66-4

[ 1822592-66-4 ]

tert-Butyl (6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1923238-60-1

[ 1923238-60-1 ]

tert-butyl (cis-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1931996-65-4

[ 1931996-65-4 ]

tert-Butyl n-[(3R,6R)-6-(Hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00

Chemical Structure| 881657-35-8

[ 881657-35-8 ]

tert-Butyl ((3S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 603130-24-1

[ 603130-24-1 ]

tert-butyl N-[(3S,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00

Related Parent Nucleus of
[ 603130-12-7 ]

Tetrahydropyrans

Chemical Structure| 1822592-66-4

[ 1822592-66-4 ]

tert-Butyl (6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1923238-60-1

[ 1923238-60-1 ]

tert-butyl (cis-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 1931996-65-4

[ 1931996-65-4 ]

tert-Butyl n-[(3R,6R)-6-(Hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00

Chemical Structure| 881657-35-8

[ 881657-35-8 ]

tert-Butyl ((3S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

Similarity: 1.00

Chemical Structure| 603130-24-1

[ 603130-24-1 ]

tert-butyl N-[(3S,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate

Similarity: 1.00