HCID 13799941, compound → HCID 54521405, compound

HRID 2413697Notes

Reaction equation

HRID 2413697 reaction equation
C([NH:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[CH2:11][CH2:12][C:13]([OH:15])=O)(=O)C.P(Cl)(Cl)Cl.[P:20]([OH:23])([OH:22])[OH:21]>Cl>[NH2:4][C@H:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]1[CH2:11][CH2:12][C:13]([OH:15])([P:20]([OH:23])(=[O:21])[OH:22])[P:20]([OH:23])(=[O:22])[OH:21]

Participants

4

Reactant 2

HCID 13799941HCID 13799941, compoundHCID 19766344HCID 19766344, compound

Product 1

HCID 54521405HCID 54521405, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

From the cis-trans mixture of 3-(2-acetylaminocyclohexyl)-propionic acid described in Example 10, by recrystallisation from water there is obtained the pure cis-compound (yield 32% of theory; m.p. 131°-133° C.), the reaction of which with phosphorus trichloride/phosphorous acid takes place analogously to Example 1. The course of the splitting off of the acetyl radical by heating in hydrochloric acid is monitored by means of thin layer electrophoresis.

Workup

  1. customdescribed in Example 10, by recrystallisation from water
  2. customthere is obtained the pure cis-compound (yield 32% of theory; m.p. 131°-133° C.)

Sources & evidence

ORD record
ord-ca3a1d57ad984f5a9691f40ca095fabc
Source dataset
uspto-grants-1988_01
Patent number
US04719203

Reaction notes

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