Methyl Isocyanate → HCID 9936582, compound

HRID 1638412Notes

Reaction equation

HRID 1638412 reaction equation
[CH:1]1([P:7]([CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)([C@@H:9]2[CH2:13][NH:12][C@H:11]([CH2:14][P:15]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=O)[CH2:10]2)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:35][N:36]=[C:37]=[O:38]>C(Cl)Cl>[CH3:35][NH:36][C:37]([N:12]1[CH2:13][C@@H:9]([P:7]([CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:10][C@H:11]1[CH2:14][P:15]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:38]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 13665150HCID 13665150, compound

Product 1

HCID 9936582HCID 9936582, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using 300 mg (0.60 m-mol) of (2S,4S)-4-dicyclohexylphosphinyl-2-diphenylphosphinylmethylpyrrolidine, the reaction and after-treatment were carried out in the same manner as described in Example 2(b) to obtain CPM. This CPM was dissolved in 8 ml of methylene chloride and 38 mg (0.66 m-mol) of methyl isocyanate was slowly added dropwise to the solution under ice-cooling. The mixture was stirred in a stream of argon for 2 hours at room temperature. The reaction liquid was concentrated at a lower temperature under reduced pressure, and the residue was dried. This product was recrystallized from methanol to obtain 292 mg (yield: 96%) of MCCPM as white crystals.

Workup

  1. customthe reaction
  2. customto obtain CPM
  3. temperaturecooling
  4. customThe reaction liquid
  5. concentrationwas concentrated at a lower temperature under reduced pressure
  6. customthe residue was dried
  7. customThis product was recrystallized from methanol
  8. customto obtain 292 mg (yield: 96%) of MCCPM as white crystals

Sources & evidence

ORD record
ord-e959f412b24c4f188c914dd4f7e00bf3
Source dataset
uspto-grants-1989_11
Patent number
US04879389

Reaction notes

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