N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide

Base Information

• Chemical Name: N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide
• CAS No.: 1182206-93-4
• Molecular Formula: C₃₅H₃₃N₇O₈
• Molecular Weight: 679.689

Synonyms:N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide

Chemical Property of N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide

Chemical Property:

Purity/Quality:

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Technology Process of N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide

There total 1 articles about N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide 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: 98.0%

tert-butyl N6-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetate (1182206-80-9) → N6-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide (1182206-93-4)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/hlca.200900047

Reference yield: 77.0%

tert-butyl 6-{[1-(2-ethoxy-2-oxoethyl)hydrazino]methyl}uracil-1-acetate (1182206-83-2) + N6-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide (1182206-93-4) → (9H-fluoren-9-yl)methyl 2-[(6-{[(benzyloxy)carbonyl]amino}-9-{2-[2-{[3-(2-tert-butoxy-2-oxoethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]methyl}-2-(2-ethoxy-2-oxoethyl)hydrazinyl]-2-oxoethyl}-9H-purin-8-yl)methyl]-2-(2-ethoxy-2-oxoethyl)hydrazinecarboxylate (1328885-72-8)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/hlca.201100124

Reference yield:

N6-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetic acide (1182206-93-4) → ethyl {1-[(6-{[(benzyloxy)carbonyl]amino}-9-{2-[2-({3-[2-(tert-butoxy)-2-oxoethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}methyl)-2-(2-ethoxy-2-oxoethyl)hydrazinyl]-2-oxoethyl}-9H-purin-8-yl)methyl]hydrazinyl}acetate (1328885-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

2: piperidine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With piperidine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1002/hlca.201100124

upstream raw materials:

tert-butyl N₆-[(benzyloxy)carbonyl]-8-[(1-(2-ethoxy-2-oxoethyl)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}hydrazino)methyl]adenine-9-acetate

Downstream raw materials:

(9H-fluoren-9-yl)methyl 2-[(6-{[(benzyloxy)carbonyl]amino}-9-{2-[2-{[3-(2-tert-butoxy-2-oxoethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]methyl}-2-(2-ethoxy-2-oxoethyl)hydrazinyl]-2-oxoethyl}-9H-purin-8-yl)methyl]-2-(2-ethoxy-2-oxoethyl)hydrazinecarboxylate

ethyl (2-acetyl-1-{[3-(2-{2-[(9-{2-[2-{[9-(2-amino-2-oxoethyl)-6-{[(benzyloxy)carbonyl]amino}-9H-purin-8-yl]methyl}-2-(2-ethoxy-2-oxoethyl)hydrazinyl]-2-oxoethyl}-6-{[(benzyloxy)carbonyl]amino}-9H-purin-8-yl)methyl]-2-(2-ethoxy-2-oxoethyl)hydrazinyl}-2-oxoethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]methyl}hydrazinyl)acetate

(6-{[(benzyloxy)carbonyl]amino}-8-{[2-{[6-{[(benzyloxy)carbonyl]amino}-8-({1-(2-ethoxy-2-oxoethyl)-2-[(9H-fluoren-9-ylmethoxy)carbonyl]hydrazinyl}methyl)-9H-purin-9-yl]acetyl}-1-(2-ethoxy-2-oxoethyl)hydrazinyl]methyl}-9H-purin-9-yl)acetic acid

ethyl {1-[(6-{[(benzyloxy)carbonyl]amino}-9-{2-[2-({3-[2-(tert-butoxy)-2-oxoethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}methyl)-2-(2-ethoxy-2-oxoethyl)hydrazinyl]-2-oxoethyl}-9H-purin-8-yl)methyl]hydrazinyl}acetate

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