α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

Base Information

Chemical Name:α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine
CAS No.:91229-90-2
Molecular Formula:C₂₈H₄₀N₂O₇S
Molecular Weight:548.701
Hs Code.:

α-tert-butyl N<sup>α</sup>-(tert-butyloxycarbonyl)-N<sup>δ</sup>-tosyl-N<sup>δ</sup>-(benzyloxy)-L-ornithine

Synonyms:α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

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Chemical Property of α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

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Technology Process of α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

There total 8 articles about α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine 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: 80.0%

: 1576-39-2
O-benzyl-N-tosylhydroxylamine

: 91229-86-6
tert-butyl (S)-2-<(tert-butyloxycarbonyl)amino>-5-bromopentanoate

: 91229-90-2
α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

Guidance literature:: With potassium carbonate; potassium iodide; In acetone; for 36h; Heating;
DOI:10.1021/jo00193a016

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 91229-90-2
α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

Guidance literature:: Multi-step reaction with 6 steps

1: NEt₃ / dioxane; H₂O / 4 h / Ambient temperature

2: 78 percent / H₂ / 5percent Pd/C / ethanol; H₂O / 12 h

3: NEt₃ / tetrahydrofuran / 0.5 h / -10 °C

4: NaBH₄ / H₂O; tetrahydrofuran / 4 h / Ambient temperature

5: 77 percent / CBr₄ / PPh₃ / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.

6: 80 percent / KI / K₂CO₃ / acetone / 36 h / Heating

With sodium tetrahydroborate; carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; water; acetone;
DOI:10.1021/jo00193a016

Reference yield:

: 80165-23-7,83718-99-4
2-Amino-pentanedioic acid 5-benzyl ester 1-tert-butyl ester

: 91229-90-2
α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine

Guidance literature:: Multi-step reaction with 6 steps

1: NEt₃ / dioxane; H₂O / 4 h / Ambient temperature

2: 78 percent / H₂ / 5percent Pd/C / ethanol; H₂O / 12 h

3: NEt₃ / tetrahydrofuran / 0.5 h / -10 °C

4: NaBH₄ / H₂O; tetrahydrofuran / 4 h / Ambient temperature

5: 77 percent / CBr₄ / PPh₃ / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.

6: 80 percent / KI / K₂CO₃ / acetone / 36 h / Heating

With sodium tetrahydroborate; carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; water; acetone;
DOI:10.1021/jo00193a016