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[ CAS No. 58577-87-0 ]

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type HazMat fee
Excepted Quantity Free
Ground (Domestic only) Free
Inaccessible (Haz class 6.1), Domestic USD 41.00
Inaccessible (Haz class 6.1), International USD 64.00
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 83.00
Accessible (Haz class 3, 4, 5 or 8), International USD 133.00
2D
Chemical Structure| 58577-87-0
Chemical Structure| 58577-87-0
Structure of 58577-87-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 58577-87-0 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 58577-87-0 ]

SDS

Product Details of [ 58577-87-0 ]

CAS No. :58577-87-0MDL No. :MFCD00235943
Formula :C10H15NO2Boiling Point :340°C at 760 mmHg
Linear Structure Formula :C10H15O2NInChI Key :ZJUOMDNENVWMPL-SNVBAGLBSA-N
M.W :181.23Pubchem ID :14118408
Synonyms :

Computed Properties of [ 58577-87-0 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 58577-87-0 ]

Signal Word:DangerClass8
Precautionary Statements:P280-P305 P351 P338-P310UN#:3267
Hazard Statements:H314Packing Group:
GHS Pictogram:

Application In Synthesis of [ 58577-87-0 ]

  • Upstream synthesis route of [ 58577-87-0 ]
  • Downstream synthetic route of [ 58577-87-0 ]

[ 58577-87-0 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 4726-96-9 ]
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YieldReaction ConditionsOperation in experiment
69%
Stage #1: With lithium aluminium tetrahydride In tetrahydrofuran for 1.50 h; Reflux
Stage #2: With sodium hydroxide In tetrahydrofuran; water at 20℃; for 18.00 h;
O-Benzyl-l-serine (15.0 g, 76.8 mmol) was added to a suspension of lithium aluminum hydride (4.37 g, 115.3 mmol) in THF (150 mL) under reflux. After stirring at this temperature for 1.5 h, the reaction mixture was cooled in an ice bath, and distilled water (4.4 mL), 10percent aqueous NaOH (4.4 mL) and distilled water (4.4 mL) were added. After stirring at room temperature for 18 h, the resulting mixture was filtrated and washed with THF. The solvent was removed in vacuo and the residue was purified using silica gel chromatography (CHCl3/MeOH/NH4OH = 10:1:0.1) yield amino alcohol 11b (6.43 g, 69percent) as a colorless foam: [α]27D [α]D27 −5.0 (c 0.760, methanol); 1H NMR (CDCl3) δ 7.27–7.41 (m, 5H), 4.53 (s, 2H), 3.39–3.67 (m, 4H), 3.03–3.17 (m, 1H), 1.85 (br s, 3H); 13C NMR (CDCl3) δ 137.9, 128.2, 127.55, 127.50, 73.1, 72.5, 63.7, 52.3; MS (ESI) m/z 182.2 [M+H]+; NMR data consistent with literature.44
Reference: [1] Liebigs Annalen der Chemie, 1988, p. 851 - 854
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 19, p. 5787 - 5801
[3] Tetrahedron, 2002, vol. 58, # 46, p. 9387 - 9401
[4] Tetrahedron, 1975, vol. 31, p. 2629 - 2632
[5] Molecules, 2009, vol. 14, # 12, p. 5124 - 5143
[6] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 3, p. 234 - 237
[7] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3139 - 3150
  • 2
  • [ 194861-65-9 ]
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Reference: [1] Patent: WO2006/83440, 2006, A2. Location in patent: Page/Page column 142
  • 3
  • [ 4726-96-9 ]
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Reference: [1] Patent: EP872479, 1998, A1
  • 4
  • [ 1336-21-6 ]
  • [ 60-29-7 ]
  • [ 4726-96-9 ]
  • [ 58577-87-0 ]
Reference: [1] Patent: US6149890, 2000, A
  • 5
  • [ 46460-82-6 ]
  • [ 58577-87-0 ]
Reference: [1] Tetrahedron Letters, 1994, vol. 35, # 35, p. 6445 - 6448
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5353 - 5356
  • 6
  • [ 23680-31-1 ]
  • [ 58577-87-0 ]
Reference: [1] Tetrahedron Letters, 1994, vol. 35, # 35, p. 6445 - 6448
  • 7
  • [ 80963-10-6 ]
  • [ 58577-87-0 ]
Reference: [1] Tetrahedron Letters, 1994, vol. 35, # 35, p. 6445 - 6448
  • 8
  • [ 133099-79-3 ]
  • [ 58577-87-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 15, p. 2273 - 2278
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