Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174114Generated: November 2, 2026

Diethylamine → methyl (1S)-1-({[(1S,3S,4S)-4-amino-1-benzyl-3-hydroxy-5-phenylpentyl]amino}carbonyl)-2,2-dimethylpropylcarbamate

https://huagongshe.com/reaction/1174114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
Reactantmethyl (1S)-1-{[((1S,3S,4S)-1-benzyl-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-5-phenylpentyl)amino]carbonyl}-2,2-dimethylpropylcarbamateHCID 86726165—
SolventDimethylformamideHCID 6228—
Productmethyl (1S)-1-({[(1S,3S,4S)-4-amino-1-benzyl-3-hydroxy-5-phenylpentyl]amino}carbonyl)-2,2-dimethylpropylcarbamateHCID 17756282594.5%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of the product of Example 3C (0.130 g, 0.192 mmol) in DMF (6 mL) was treated with diethylamine (1.5 mL), stirred at 25° C. for 1 hour, and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with a gradient starting with ethyl acetate and ending with methanol to give the title compound (0.52 g, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-0db22f7bfa3046dcb7fc4088a648bd36
Source noteuspto-grants-2010_11