ChemicalBook CAS DataBase List Fmoc-Pro-OH

Fmoc-Pro-OH synthesis

5synthesis methods

Product Name:Fmoc-Pro-OH
CAS Number:71989-31-6
Molecular formula:C20H19NO4
Molecular Weight:337.37

To a solution of (S)-pyrrolidine-2-carboxylic acid (1 g, 8.7 mmol) in 1,4-dioxane (4 mL) and water (15 mL), K2CO3 (3.24 g, 23 mmol) was added, followed by the addition of 9-fluorenylmethyl chloroformate (2.3 g, 8.3 mmol). The resulting mixture was stirred overnight at room temperature and then treated with water (10 mL). The resulting mixture was extracted with diethyl ether (2 x 20 mL), and the aqueous phase was made acidic with 1M HCl to a pH of 2-3, followed by extraction with dichloromethane (3 x 50 mL). The combined organic layers were dried using anhydrous sodium sulfate and concentrated to yield Fmoc-Pro-OH as a white solid in a 95% yield (2.8 g).

28920-43-6
520 suppliers
$5.00/5g

147-85-3 Synthesis

147-85-3
967 suppliers
$6.00/25g

71989-31-6
481 suppliers
$6.00/5g

Yield:71989-31-6 95%

Reaction Conditions:

with potassium carbonate in 1,4-dioxane;water at 0 - 20;

Steps:

17.A Step A: (S)-1-((( 9H-fluoren-9-yl)methoxy)carbonyl)pyrrolidine-2-carboxylic acid
To a solution of (5')-pyrrolidine-2-carboxylic acid (1 g, 8.7 mmol) in 1,4-dioxane (4 mL) and H₂0 (15 mL) was added K₂C0₃ (3.24 g, 23 mmol) followed by (9H-fluoren-9-yl)methyl chloroformate (2.3 g, 8.3 mmol) at 0 °C. The mixture was stirred at r.t. overnight and treated by H₂0 (10 mL). The resulting mixture was extracted with Et₂0 (2 x 20 mL). The aqueous phase was acidified with aq. HC1 (1 M) to pH=2-3, and extracted with DCM (3 x 50 mL). The combined organic layers were dried over anhydrous a₂S04 and concentrated to give the desired product as a white solid (2.8 g, 95% yield). MS: 338 (M+l)⁺.

References:

AGIOS PHARMACEUTICALS, INC.;Popovici-Muller, Janeta;SAUNDERS, Jeffrey, O.;SALITURO, Francesco, G.;CAI, Zhenwei;YAN, Shunqi;ZHOU, Ding WO2013/107405, 2013, A1 Location in patent:Page/Page column 95

FullText

82911-69-1 Synthesis

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1
596 suppliers
$7.00/25g

147-85-3 Synthesis

147-85-3
967 suppliers
$6.00/25g

71989-31-6
481 suppliers
$6.00/5g

References

Carbonic acid, 9H-fluoren-9-ylmethyl 1,2,2,2-tetrachloroethyl ester

100821-63-4
0 suppliers
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344-25-2 Synthesis

344-25-2
587 suppliers
$5.00/250mg

71989-31-6
481 suppliers
$6.00/5g

References

9-FLUORENYLMETHYL PENTAFLUOROPHENYL CARBONATE

88744-04-1
125 suppliers
$24.80/1g

147-85-3 Synthesis

147-85-3
967 suppliers
$6.00/25g

71989-31-6
481 suppliers
$6.00/5g

References

28920-43-6
520 suppliers
$5.00/5g

7776-34-3
38 suppliers
$63.20/5ml-f

71989-31-6
481 suppliers
$6.00/5g

References

Fmoc-Pro-OH Related Search:

cis-4-Hydroxy-L-proline Fmoc-Lys(Boc)-OH Fmoc-Asp(OtBu)-OH N-(9-Fluorenylmethoxycarbonyloxy)succinimide D-Proline Fmoc-Phe-OH 9-Fluorenemethanol Fmoc-Aib-OH L-Proline FMOC-L-Methionine