Triethyl phosphite → HCID 12182784, compound

HRID 556388Notes

Reaction equation

HRID 556388 reaction equation
[NH:1]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@H:2]([C:5]([O:7][CH3:8])=[O:6])[CH2:3]I.[P:16]([O:23]CC)([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19]>>[CH3:8][O:7][C:5](=[O:6])[C@@H:2]([NH:1][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3][P:16]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])=[O:23]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 10903591methyl (2R)-2-(((tert-butoxy)carbonyl)amino)-3-iodopropanoate

Product 1

HCID 12182784HCID 12182784, compound

Conditions

Temperature
140 °C

Procedure

Boc-3-iodo-L-Ala-OMe (10 g) was dissolved in triethyl phosphite (79.7 mL). The mixture was heated at 140° C. for 15 h and evaporated to dryness to give the desired compound (9.37 g). It was used in the next step without further purification.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-89ae6921572b4231a6c520ba55ec0433
Source dataset
uspto-grants-2011_11
Patent number
US08058263B2

Reaction notes

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