Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409002Generated: October 29, 2026

Dichloromethane → (2R)-neopentyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)-2-phenylacetate

https://huagongshe.com/reaction/409002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactantp-ToluenesulfonateHCID 85570—
ReactantHCID 86662591HCID 86662591—
ReactantNaphthalen-1-yloxy phosphorodichloridateHCID 86662592—
Product(2R)-neopentyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)-2-phenylacetateHCID 8666259058%

Reaction Steps

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (R)-neopentyl 2-amino-2-phenylacetate (0.81 g, 2.08 mmol), naphthalen-1-yloxy phosphorodichloridate (0.54 g, 2.08 mmol), triethylamine (0.58 mL, 4.16 mmol) and dichloromethane (10 mL) were combined to give 0.51 g of desired (2R)-neopentyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)-2-phenylacetate in 58% yield as pale yellow thick oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759318B2
Source datasetuspto-grants-2014_06
ORD IDord-2310215f7779491e8192c9c55e65e24f
Source noteuspto-grants-2014_06