Triethylamine → (S)-Methanesulphonic acid 2-Boc-aminopropyl ester

HRID 12405Notes

Reaction equation

HRID 12405 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9])[CH3:4].[CH3:13][S:14](Cl)(=[O:16])=[O:15].C(N(CC)CC)C>ClCCl>[CH3:13][S:14]([O:1][CH2:2][C@@H:3]([NH:5][C:6]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:12])[CH3:4])(=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 70231031,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate

Product 1

HCID 10753379(S)-Methanesulphonic acid 2-Boc-aminopropyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To the compound (5.9 g) obtained in Step 1 were added methanesulfonyl chloride (3.1 ml), triethylamine (9.0 ml) and dichloromethane (150 ml), and the mixture was stirred at 0° C. for 2 hrs. The mixture was diluted with dichloromethane and, after washing with water, the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated to give the title compound as a crude product.

Workup

  1. washafter washing with water
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-6f5c4f28190c47c0b1aa9429d8e223c6
Source dataset
uspto-grants-2010_06
Patent number
US07728005B2

Reaction notes

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