Triethylamine → HCID 11731422, compound

HRID 1976848Notes

Reaction equation

HRID 1976848 reaction equation
[CH:1]1([P:7]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[C@@H:8]2[CH2:12][NH:11][C@H:10]([CH2:13][P:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:33]([O:37][C:38](=O)[O:39]C(C)(C)C)([CH3:36])([CH3:35])[CH3:34].C(N(CC)CC)C>C(Cl)Cl>[C:33]([O:37][C:38]([N:11]1[CH2:12][C@@H:8]([P:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)[CH2:9][C@H:10]1[CH2:13][P:14]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:39])([CH3:36])([CH3:35])[CH3:34]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 14646168HCID 14646168, compound

Product 1

HCID 11731422HCID 11731422, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of (2S,4S)-4-dicyclohexylphosphino-2-diphenylphosphinomethylpyrrolidine [IV′] (46 mg, 0.1 mmol) dissolved in 1 ml of methylene chloride was added a solution of di-tert-butylcarbonate (24 mg, 0.11 mmol) dissolved in 11 mg (0.11 mmol) of triethylamine and 2 ml of methylene chloride and the resultant mixture was stirred for 2 to 3 hours at room temperature under nitrogen atmosphere. The reaction solution was concentrated under vacuum to afford white crystalline BCPM (50 mg, 86%), mp. 171 to 174° C.

Workup

  1. concentrationThe reaction solution was concentrated under vacuum
  2. customto afford white crystalline BCPM (50 mg, 86%), mp. 171 to 174° C.

Sources & evidence

ORD record
ord-a209d95b02ea44a5acfd7a87fe8acb5c
Source dataset
uspto-grants-2001_05
Patent number
US06229019B1

Reaction notes

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