Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
logo
Inquriy
Try our best to find the right business for you.
Messages
Do not miss inquiry messages Please log in to view all inquiry messages.
My chemicalbook

Welcome back!

Structured search
18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL
79069-63-9

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL synthesis

4synthesis methods
Boc-Thr(Bzl)-OH

15260-10-3
275 suppliers
$8.00/5g

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL

79069-63-9
11 suppliers
inquiry

-

Yield:79069-63-9 84%

Reaction Conditions:

Stage #1: N-Boc-O-benzyl-L-threoninewith 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide;N-ethyl-N,N-diisopropylamine in ethyl acetate at 0; for 0.166667 h;
Stage #2: with sodium tetrahydroborate in water;ethyl acetate at 0; for 0.583333 h;

Steps:

General procedure for the reduction of carboxylic acids to alcohols using T3P-NaBH4:

General procedure: To a solution of carboxylic acid (10 mmol) in THF (10 mL), DIPEA (11 mmol, 1.42 mL) and 50% T3P in EtOAc (20 mmol, 6.36 mL) were added at 0 °C and the solution was stirred for about 10 min. Then aqueous solution of NaBH4 (10 mmol, 388 mg in 0.3 mL of H2O) was added to the reaction mixture at the same temperature and the reaction was allowed to stir till the completion of the reaction as indicated by TLC. After the completion of the reaction, the solvent was evaporated and the crude alcohol was extracted into EtOAc and the organic phase was washed with 5% citric acid (10 mL × 2), 5% Na2CO3 (10 mL × 2), water, and brine solution. The product was isolated after the evaporation of solvent under reduced pressure and dried over anhydrous Na2SO4.

References:

Nagendra;Madhu;Vishwanatha;Sureshbabu, Vommina V. [Tetrahedron Letters,2012,vol. 53,# 38,p. 5059 - 5063] Location in patent:experimental part

L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, anhydride with 2-methylpropyl hydrogen carbonate (9CI)

84890-92-6
0 suppliers
inquiry

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL

79069-63-9
11 suppliers
inquiry

References
Carbamic acid, N-[(1S,2R)-1-(1H-benzotriazol-1-ylcarbonyl)-2-(phenylmethoxy)propyl]-, 1,1-dimethylethyl ester

1072841-04-3
0 suppliers
inquiry

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL

79069-63-9
11 suppliers
inquiry

References
2592-18-9 Synthesis
Boc-L-Threonine

2592-18-9
325 suppliers
$5.00/1g

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL

79069-63-9
11 suppliers
inquiry

References

N-BOC-(2S,3S)-2-AMINO-3-BENZYLOXY-1-BUTANOL Related Search:

d-threoninol