Water → HCID 12962086, compound

HRID 1156816Notes

Reaction equation

HRID 1156816 reaction equation
[CH:1]1([C@@H:7]2[CH2:11][N:10]([C:12](=[O:29])[CH2:13][P:14]([O:26]CC)([CH2:16][CH2:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:15])[C@H:9]([C:30]([OH:32])=[O:31])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[Si](C([Si](C)(C)C)C(N)=O)(C)C.Br[Si](C)(C)C.O>ClCCl>[CH:1]1([C@@H:7]2[CH2:11][N:10]([C:12](=[O:29])[CH2:13][P:14]([OH:26])([CH2:16][CH2:17][CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:15])[C@H:9]([C:30]([OH:32])=[O:31])[CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 962WaterHCID 76113BromotrimethylsilaneHCID 11708267BistrimethylsilylacetamidHCID 54320728HCID 54320728, compound

Product 1

HCID 12962086HCID 12962086, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(cis)-4-Cyclohexyl-1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline, (0.83 g), bis(trimethylsilyl)acetamide (0.47 ml) and bromotrimethylsilane (0.28 ml) are stirred in 20 ml of dichloromethane for about 16 hours. A small amount of water is added and the mixture is evaporated to an oil residue (0.61 g). This material is crystallized from acetone with a recovery of 0.047 g of solid, melting point 175°-176° C.

Workup

  1. customthe mixture is evaporated to an oil residue (0.61 g)
  2. customThis material is crystallized from acetone with a recovery of 0.047 g of solid, melting point 175°-176° C.

Sources & evidence

ORD record
ord-ceb981d22b684048b218e8f9f28ba0fb
Source dataset
uspto-grants-1982_06
Patent number
US04337201

Reaction notes

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