Benzyl 2-(di-tert-butoxyphosphoryloxy)ethyl(methyl)carbamate → Di-tert-butyl 2-(methylamino)ethyl phosphate

HRID 1771188Notes

Reaction equation

HRID 1771188 reaction equation
[P:1]([O:13][CH2:14][CH2:15][NH:16][CH2:17]C)([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(OP(OCCN(C)C(=O)OCC1C=CC=CC=1)(OC(C)(C)C)=O)(C)(C)C>>[P:1]([O:13][CH2:14][CH2:15][NH:16][CH3:17])([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:2]

Participants

3

Reactant 2

HCID 58080112Benzyl 2-(di-tert-butoxyphosphoryloxy)ethyl(methyl)carbamate2×HCID 58080210Di-tert-butyl 2-(ethylamino)ethyl phosphate

Product 1

HCID 58080196Di-tert-butyl 2-(methylamino)ethyl phosphateYield 95%

Procedure

A similar procedure to that described for INTERMEDIATE 49 utilizing benzyl 2-(di-tert-butoxyphosphoryloxy)ethyl(methyl)carbamate (INTERMEDIATE 52, 0.59 g, 1.47 mmol) as starting material was followed, to give the title product (370 mg, yield: 95%).

Sources & evidence

ORD record
ord-ba59e43b81104de9bcc5b6c5c1b21545
Source dataset
uspto-grants-2016_02
Patent number
US09248140B2

Reaction notes

Loading…