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Chemical Structure| 347185-68-6 Chemical Structure| 347185-68-6

Structure of 347185-68-6

Chemical Structure| 347185-68-6

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Product Details of [ 347185-68-6 ]

CAS No. :347185-68-6
Formula : C11H21NO3
M.W : 215.29
SMILES Code : O=C(OC(C)(C)C)N[C@H]1C[C@@H](CO)CC1
MDL No. :MFCD18968461

Safety of [ 347185-68-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Application In Synthesis of [ 347185-68-6 ]

* 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 [ 347185-68-6 ]

[ 347185-68-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 261165-05-3 ]
  • [ 347185-68-6 ]
YieldReaction ConditionsOperation in experiment
83.3% With sodium tetrahydroborate; In tetrahydrofuran; water;Product distribution / selectivity; Method B; The mixed anhydride of (1S, 3R)- (+)-3-N-BOC-Aminocyclopentane-l- carboxlic acid (9.0 g, 39.3 mmol) prepared from ethyl chloroformate (4.69 g, 43.21 mmol) and TEA (4.36 g, 43. 08 mmol) in dry THF was treated with NaBH4 (4.45 g, 117.6 mmol) in 20 % aqueous THF as described in Intermediate 3, Method B to give 7.0 (83.3 %) of the alcohol as a white solid, which was identical in all respects with the product obtained from Method A.
77% With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -20℃; for 0.75h; 29.1. tert-butyl [(1R,3S)-3-(hydroxymethyl)cyclopentyl]carbamate To a solution of 2 g (8.7 mmol) of (1S,3R)-3-[(tert-butoxycarbonyl)amino]cyclopentanecarboxylic acid and 1.33 mL (9.6 mmol) of Et3N in 20 mL of anhydrous THF are added dropwise, at -20 C., 1.2 mL (9.2 mmol) of isobutyl chloroformate. The medium is stirred for 45 minutes at -20 C. and the insoluble material formed is then filtered off. A solution of 1 g (26.2 mmol) of sodium borohydride in a THF/H2O mixture (16 mL/4 mL) is added dropwise to the filtrate at -10 C. and stirring is then continued, while allowing the temperature to return to room temperature. 100 mL of 0.1N HCl are then added slowly and the reaction medium is then extracted with 2*200 mL of EtOAc, dried over Na2SO4, filtered and concentrated under reduced pressure. After purification by chromatography on a column of silica gel, eluting with a DCM/MeOH mixture (95/5), 1.4 g of tert-butyl [(1R,3S)-3-(hydroxymethyl)cyclopentyl]carbamate are obtained in the form of an oil. Yield=77%. 1H NMR, CDCl3, 400 MHz, delta (ppm): 4.5 (bs, 1H); 3.9 (m, 1H); 3.5 (d, 2H); 2.1 (m, 2H); 1.8-1.7 (m, 3H); 1.5 (s, 2H); 1.4 (s, 9H); 1.0 (m, 1H)
 

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A170678 [664341-72-4]

tert-Butyl ((1S,3R)-3-(hydroxymethyl)cyclopentyl)carbamate

Reason: Optical isomers