(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

Base Information

Chemical Name:(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine
CAS No.:227778-61-2
Molecular Formula:C₂₄H₃₆N₄O₈
Molecular Weight:508.572
Hs Code.:

Synonyms:(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

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Chemical Property of (S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

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Technology Process of (S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

There total 6 articles about (S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine 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: 88.0%

: 905449-08-3
(3-amino-phenyl)-tert-butoxycarbonylamino-acetic acid

: 1-[(tert-butyloxycarbonylamino)-(tert-butyloxycarbonylimino)-methyl]-1H-pyrazole

: 227778-61-2
(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

Guidance literature:: In tetrahydrofuran; for 72h;
DOI:10.1021/jo982161f

Reference yield:

: 15411-43-5
3-vinylaniline

: 227778-61-2
(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2: 66 percent / OsO₄; t-butyl hypochlorite; (DHQ)2-PHAL / aq. NaOH; propan-1-ol / -5 °C

3: 74 percent / NaOCl; TEMPO; KBr / acetone / 1 h / 0 °C

4: H₂ / Pd/C / methanol / 12 h / 3102.89 Torr

5: 88 percent / tetrahydrofuran / 72 h

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; osmium(VIII) oxide; (DHQ)2-PHAL; tert-butylhypochlorite; hydrogen; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; sodium hydroxide; dichloromethane; acetone; 1: Substitution / 2: Addition / 3: Oxidation / 4: Hydrogenolysis / 5: Substitution;
DOI:10.1021/jo982161f

Reference yield:

: 586-39-0,51209-60-0
1-nitro-3-vinyl-benzene

: 227778-61-2
(S)-N-[(tert-butyloxy)carbonyl]-[3-N,N'-bis(tert-butyloxy)carbonyl(guanyl)aminophenyl]glycine

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / Na₂S₂O₄; K₂CO₃; 1,1'-dioctyl-4,4'-bipyridinium bromide / H₂O; CH₂Cl₂ / 8 h / 35 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

3: 66 percent / OsO₄; t-butyl hypochlorite; (DHQ)2-PHAL / aq. NaOH; propan-1-ol / -5 °C

4: 74 percent / NaOCl; TEMPO; KBr / acetone / 1 h / 0 °C

5: H₂ / Pd/C / methanol / 12 h / 3102.89 Torr

6: 88 percent / tetrahydrofuran / 72 h

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; osmium(VIII) oxide; sodium dithionite; (DHQ)2-PHAL; tert-butylhypochlorite; hydrogen; potassium carbonate; 1,1’-di-n-octyl-4,4’-bipyridinium dibromide; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; sodium hydroxide; dichloromethane; water; acetone; 1: Reduction / 2: Substitution / 3: Addition / 4: Oxidation / 5: Hydrogenolysis / 6: Substitution;
DOI:10.1021/jo982161f