Acetic Acid → HCID 69148003, compound

HRID 2114848Notes

Reaction equation

HRID 2114848 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH2:16][C:17](=O)[CH3:18])[CH2:12][C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.CN.C[CH2:24][N:25](CC)CC.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:11]([CH2:16][CH:17]([NH:25][CH3:24])[CH3:18])[CH2:12][C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 6364545Methylamine hydrochlorideHCID 69147568HCID 69147568, compound

Product 1

HCID 69148003HCID 69148003, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N-[(benzyloxy)carbonyl]-N-(2-oxopropyl)glycine (2.29 g, 8.63 mmol) in CH2Cl2 (44 mL) were added a solution of methylamine hydrochloride (1.52 g, 22.45 mmol) and Et3N (3.13 mL, 22.45 mmol) in CH2Cl2, acetic acid (0.99 mL, 17.27 mmol), and sodium triacetoxyborohydride (5.12 g, 24.17 mmol). The suspension was stirred at room temperature overnight and concentrated in vacuo to afford the product.

Workup

  1. concentrationconcentrated in vacuo
  2. customto afford the product

Sources & evidence

ORD record
ord-340acf07b1ca460180cdad6564a88ba0
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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