D-Tyrosinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1- naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)-

Base Information

Chemical Name:D-Tyrosinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1- naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)-
CAS No.:501085-86-5
Molecular Formula:C57H57N3O6
Molecular Weight:880.096
Hs Code.:

D-Tyrosinamide,
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1-
naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)-

Synonyms:

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Chemical Property of D-Tyrosinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1- naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)-

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Technology Process of D-Tyrosinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1- naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)-

There total 6 articles about D-Tyrosinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N,a-dimethyl-N-[(1R)-1-(1- naphthalenyl)ethyl]-3-(phenylmethoxy)-O-(phenylmethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

: 68858-20-8
Fmoc-Val-OH

: 501085-80-9
(R)-2-[3,4-bis(benzyloxy)benzyl]-2,N-dimethyl-N-[(R)-1-(naphthalen-1-yl)ethyl]-2H-azirin-3-amine

: 501085-86-5
[(9H-fluoren-9-yl)methyl] N-((S)-1-{[((R)-1-[3,4-bis(benzyloxy)benzyl]-1-methyl-2-{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}-2-oxoethyl)amino]carbonyl}-2-methylpropyl)carbamate

Guidance literature:: In dichloromethane; at 20 ℃; for 142h;
DOI:10.1002/1522-2675(200210)85:10<3422::AID-HLCA3422>3.0.CO;2-N

Reference yield:

: 5447-02-9
3,4-dibenzyloxybenzaldehyde

: 501085-86-5
[(9H-fluoren-9-yl)methyl] N-((S)-1-{[((R)-1-[3,4-bis(benzyloxy)benzyl]-1-methyl-2-{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}-2-oxoethyl)amino]carbonyl}-2-methylpropyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH₄ / tetrahydrofuran / 4.5 h / 20 °C

2.1: 100 percent / PBr₃ / CH₂Cl₂ / 1.5 h / 0 - 20 °C

3.1: lithium diisopropylamide / tetrahydrofuran; heptane; ethylbenzene / 0.5 h / 0 °C

3.2: 88 percent / tetrahydrofuran; heptane; ethylbenzene / 2.58 h / 0 - 5 °C

4.1: 85 percent / Lawesson reagent / toluene / 5 h / 130 °C

5.1: DMF; COCl₂ / CH₂Cl₂; toluene / 0.25 h / 0 °C

5.2: 1,4-diazabicyclo[2.2.2]octane / tetrahydrofuran / 0.33 h / 0 °C

5.3: NaN₃ / tetrahydrofuran / 26 h / 20 °C

6.1: 58 percent / CH₂Cl₂ / 142 h / 20 °C

With Lawessons reagent; sodium tetrahydroborate; phosphorus tribromide; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; toluene;
DOI:10.1002/1522-2675(200210)85:10<3422::AID-HLCA3422>3.0.CO;2-N

Reference yield:

: 1699-58-7
3,4-bis(benzyloxy)benzyl alcohol

: 501085-86-5
[(9H-fluoren-9-yl)methyl] N-((S)-1-{[((R)-1-[3,4-bis(benzyloxy)benzyl]-1-methyl-2-{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}-2-oxoethyl)amino]carbonyl}-2-methylpropyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / PBr₃ / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; heptane; ethylbenzene / 0.5 h / 0 °C

2.2: 88 percent / tetrahydrofuran; heptane; ethylbenzene / 2.58 h / 0 - 5 °C

3.1: 85 percent / Lawesson reagent / toluene / 5 h / 130 °C

4.1: DMF; COCl₂ / CH₂Cl₂; toluene / 0.25 h / 0 °C

4.2: 1,4-diazabicyclo[2.2.2]octane / tetrahydrofuran / 0.33 h / 0 °C

4.3: NaN₃ / tetrahydrofuran / 26 h / 20 °C

5.1: 58 percent / CH₂Cl₂ / 142 h / 20 °C

With Lawessons reagent; phosphorus tribromide; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; toluene;
DOI:10.1002/1522-2675(200210)85:10<3422::AID-HLCA3422>3.0.CO;2-N