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CAS 13734-40-2

N-(tert-Butoxycarbonyl)-O-tert-butyl-L-threonine

Codes: (XIVb)1062329-1-b

Source drugs (routes using this intermediate)

DrugTierExpiry
DazdotuftideTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

DazdotuftideOptimised routesteps: 4total yield: /
Resin bound N5-[N-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-sulfonyl)carbamimidoyl]-L-ornithylglycyl-3-[(E)-[4-([[2-(trimethylazaniumyl)ethoxy]phosphinato]oxy)phenyl]diazenyl]-L-tyrosine→(2S)-1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}pyrrolidine-2-carboxylic acid→(2S)-1-[(2-Methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid→Resin bound [(2S)-3-(4-hydroxy-3-[(E)-[4-([[2-(trimethylazaniumyl)ethoxy]phosphinato]oxy)phenyl]diazenyl]phenyl)-2-([L-prolyl-N5-[N-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-sulfonyl)carbamimidoyl]-L-ornithylglycyl]amino)propanoyl]oxy→(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid→(2S)-2,6-Bis({[(tert-butoxy)carbonyl]amino})hexanoic acid→Resin bound [(2S)-2-([N6-(tert-butoxycarbonyl)-L-lysyl-L-prolyl-N5-[N-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-sulfonyl)carbamimidoyl]-L-ornithylglycyl]amino)-3-(4-hydroxy-3-[(E)-[4-([[2-(trimethylazaniumyl)ethoxy]phosphinato]oxy)phenyl]diazenyl]phenyl)propanoyl]oxy→O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine→N-(tert-Butoxycarbonyl)-O-tert-butyl-L-threonine→Resin bound [(2S)-2-([O-tert-butyl-L-threonyl-N6-(tert-butoxycarbonyl)-L-lysyl-L-prolyl-N5-[N-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-sulfonyl)carbamimidoyl]-L-ornithylglycyl]amino)-3-(4-hydroxy-3-[(E)-[4-([[2-(trimethylazaniumyl)ethoxy]phosphinato]oxy)phenyl]diazenyl]phenyl)propanoyl]oxy→L-Threonyl-L-lysyl-L-prolyl-L-arginylglycyl-3-[(E)-[4-([[2-(trimethylazaniumyl)ethoxy]phosphinato]oxy)phenyl]diazenyl]-L-tyrosine--trifluoroacetic acid (1/1)

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