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Chemical Structure| 76497-39-7 Chemical Structure| 76497-39-7

Structure of 76497-39-7

Chemical Structure| 76497-39-7

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Product Details of [ 76497-39-7 ]

CAS No. :76497-39-7
Formula : C6H10O3S
M.W : 162.21
SMILES Code : O=C(O)[C@H](C)CSC(C)=O
MDL No. :MFCD00038563

Safety of [ 76497-39-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 76497-39-7 ]

* 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.

  • Downstream synthetic route of [ 76497-39-7 ]

[ 76497-39-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 146074-43-3 ]
  • [ 76497-39-7 ]
  • C17H21NO4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
64 mg With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20℃; for 16h;Inert atmosphere; A mixture of methyl ester hydrochloride 10.2 (110 mg, 0.48 mmol) and protected-thioacid S1 (100 μL, 0.72 mmol), N, N-diisopropylethylamine (DIPEA, 420 μL, 2.4 mmol) and N, N, N’, N’-tetramethyl-O-(1H-benzotriazol-1yl)uronium hexafluorophosphate (HBTU, 273 mg, 0.72 mmol) in THF (5 mL) was stirred for 16 h at r.t. under an argon atmosphere. The solvent was evaporated invacuo then EtOAc (20 mL) was added. The mixture was washed with water (20 mL) and brine (2 × 20 mL). The organic phase was dried by Na2SO4 and then concentrated invacuoto give the crude product. The crude product was purified by a column chromatography (PE/EtOAc = 6:1) to give the product 11.3 as a colorless oil (64 mg, 37% yield). The NMR data showed the existence of the rotamers (ratio: 23:8)1H NMR (500 MHz, CDCl3) δ 7.26 - 7.13 (m, 4H), 5.43 (dd, J = 6.1, 4.1 Hz, 0.63H), 5.15 (dd, J = 5.7, 2.6 Hz, 0.24H), 5.05 - 4.45 (m, 2H), 3.71 - 3.58 (m, 3H), 3.36 - 3.23 (m, 2H), 3.23 - 3.09 (m, 2H), 3.05 - 2.87 (m, 1H), 2.40 - 2.34 (m, 3H), 1.24 (d, J = 6.7 Hz, 3H).13C NMR (126 MHz, CDCl3) δ 196.5, 174.8, 171.3, 132.5, 132.4, 132.3, 131.2, 128.4, 128.2, 127.3, 127.1, 127.0, 126.8, 126.7, 126.1, 54.7, 52.7, 52.3, 51.8, 45.6, 43.6, 36.9, 36.8, 33.5, 32.7, 32.0, 30.8, 30.7, 30.6, 17.1, 17.0Rf= 0.41, (PE/EtOAc=3:1).MS (ESI) [M + H]+calculated for C17H22NO4S: 336.13, found: 336.19; [α]26D=-73.258 (c= 0.5, CHCl3);
 

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