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CAS 162502-65-0

O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine

Codes: Atosiban-017

Application context (from source-drug indications)

产科分娩(早产)Atosiban acetate早产(孕37周前)Atosiban acetateEndometriosisAtosiban acetate

Source drugs (routes using this intermediate)

DrugTierExpiry
Atosiban acetateTier 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.

Atosiban acetateOptimised routesteps: 2total yield: 10.12(Atosiban-018)
Resin bound O-tert-butyl-L-threonyl-N-trityl-L-asparaginyl-S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-isoleucine→Resin bound L-isoleucyl-O-tert-butyl-L-threonyl-N-trityl-L-asparaginyl-S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine→Resin bound N-[(2S,5R)-5-amino-2-[(2S)-butan-2-yl]-6-(4-ethoxyphenyl)-4-oxohexanoyl]-O-tert-butyl-L-threonyl-N-trityl-L-asparaginyl-S-trityl-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycinamide
Atosiban acetateOptimised routesteps: 3total yield: /
CTC resin bound O-tert-butyl-L-threonyl-N-(triphenylmethyl)-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→N-(9H-Fluoren-9-ylmethoxycarbonyl)-D-alloisoleucine→CTC resin bound L-isoleucyl-O-tert-butyl-L-threonyl-N-(triphenylmethyl)-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→CTC resin bound O-ethyl-D-tyrosyl-L-isoleucyl-O-tert-butyl-L-threonyl-N-(triphenylmethyl)-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine→O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine→CTC resin bound N-(triphenylmethyl)-L-asparaginyl-S-(acetamidomethyl)-L-cysteinyl-L-prolyl-N5-(tert-butoxycarbonyl)-L-ornithylglycine
Atosiban acetateOptimised routesteps: 3total yield: /
Resin bound O-ethyl-N-[3-[(triphenylmethyl)sulfanyl]propanoyl]-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→Resin bound L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→Resin bound O-ethyl-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→S-(Trityl)-mercapto propionic acid→Resin bound L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-isoleucine→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine
Atosiban acetateOptimised routesteps: 3total yield: /
O-Ethyl-N-[[(9H-fluoren-9-yl)methoxy]carbonyl]-D-tyrosyl-L-isoleucine→Resin bound L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine→Resin bound O-ethyl-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-L-ornithylglycinamide→(2S,3S)-2-Amino-3-methylpentanoic acid
Atosiban acetateOptimised routesteps: 3total yield: /
Resin bound O-ethyl-N-[3-[(triphenylmethyl)sulfanyl]propanoyl]-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide<-fgf->Resin bound Mpa(Trt)-D-Tyr(Et)-Ile-Thr-Asn-Cys( Trt)-Pro-Orn(Dde)-Gly→Resin bound Ile-Thr-Asn-Cys( Trt)-Pro-Orn(Dde)-Gly→Resin bound O-ethyl-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide<-fgf->Resin bound D-Tyr(Et)-Ile-Thr-Asn-Cys(Trt)-Pro-Orn(Dde)-Gly→3-(Tritylsulfanyl)propanoic acid→Resin bound Thr-Asn-Cys(Trt)-Pro-Orn(Dde)-Gly→N-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-L-isoleucine→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine
Atosiban acetateOptimised routesteps: 3total yield: /
O-Ethyl-N-[[(9H-fluoren-9-yl)methoxy]carbonyl]-D-tyrosyl-L-isoleucine→Resin bound Thr-Asn-Cys(Trt)-Pro-Orn(Dde)-Gly<-fgf->Resin bound L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide→O-Ethyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine→Resin bound O-ethyl-D-tyrosyl-L-isoleucyl-L-threonyl-L-asparaginyl-S-(triphenylmethyl)-L-cysteinyl-L-prolyl-N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-ornithylglycinamide<-fgf->Resin bound D-Tyr(Et)-Ile-Thr-Asn-Cys(Trt)-Pro-Orn(Dde)-Gly→2(S)-Amino-3(S)-methylpentanoic acid<-fgf->(2S,3S)-2-Amino-3-methylpentanoic acid

Intermediates available on this site

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