![](/CAS/GIF/95687-41-5.gif)
Z-TRANS-4-HYDROXY-L-PROLINOL synthesis
- Product Name:Z-TRANS-4-HYDROXY-L-PROLINOL
- CAS Number:95687-41-5
- Molecular formula:C13H17NO4
- Molecular Weight:251.28
![Z-HYP-OME](/CAS/GIF/64187-48-0.gif)
64187-48-0
144 suppliers
$14.00/5G
![Z-TRANS-4-HYDROXY-L-PROLINOL](/CAS/GIF/95687-41-5.gif)
95687-41-5
127 suppliers
$19.00/250mg
Yield:95687-41-5 99%
Reaction Conditions:
with lithium tetrahydridoborate in tetrahydrofuran at 0 - 20; for 4.5 h;
Steps:
1.6
(2S, 4R)-N-LBeLzyloxvcarbonvo-2-hydroxymethyl-4-hydroxvpvrrolidine (6); To a stirred, cold (0 °C) solution of intermediate (5) (58.4 g, 0.208 mol) in THF (400 mL) was added LiBH4 (3.5 g, 0.16 mol) portion-wise. The reaction mixture was stirred for 30 min at (0-5 °C) then for 4 h at room temperature. At this time, TLC (silica gel plates developed in EtOAc) showed just a trace of starting material. The thick reaction mixture was diluted in succession with H20 (250 mL) and 2 M HC1 (277 mL), and then concentrated in vacuo to remove THF. The resulting aqueous concentrate was extracted with EtOAc (4 x 175 mL). Combined EtOAc extracts were washed with brine (2 x 200 mL), dried over MgS04, and then concentrated in vacuo to give intermediate (5) as an oil (51.9 g, 99%). Additional reactions were carried out to give a total of 227 g of product suitable for further transformation. In later preparations the more convenient commercial solution of LiBH4 in THF was used
References:
WO2005/40170,2005,A2 Location in patent:Page/Page column 33-34
![N-Cbz-Hydroxy-L-proline](/CAS/GIF/13504-85-3.gif)
13504-85-3
276 suppliers
$5.00/1g
![Z-TRANS-4-HYDROXY-L-PROLINOL](/CAS/GIF/95687-41-5.gif)
95687-41-5
127 suppliers
$19.00/250mg
![1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(phenylmethyl) ester, (2S)-](/CAS/20200611/GIF/197079-48-4.gif)
197079-48-4
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inquiry
![Z-TRANS-4-HYDROXY-L-PROLINOL](/CAS/GIF/95687-41-5.gif)
95687-41-5
127 suppliers
$19.00/250mg
![Benzyl chloroformate](/CAS/GIF/501-53-1.gif)
501-53-1
392 suppliers
$10.00/1g
![Z-TRANS-4-HYDROXY-L-PROLINOL](/CAS/GIF/95687-41-5.gif)
95687-41-5
127 suppliers
$19.00/250mg
![L-Hydroxyproline](/CAS/GIF/51-35-4.gif)
51-35-4
830 suppliers
$6.00/5g
![Z-TRANS-4-HYDROXY-L-PROLINOL](/CAS/GIF/95687-41-5.gif)
95687-41-5
127 suppliers
$19.00/250mg