4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester
CAS No.:211994-17-1
Molecular Formula:C₃₅H₄₃N₃O₁₀
Molecular Weight:665.741
Hs Code.:

Synonyms:4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

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Chemical Property of 4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

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Technology Process of 4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

There total 13 articles about 4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester 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:

: 211993-84-9
2,5-diazido-2,5-dideoxy-1,6-di-O-phenyl-L-iditol

: 211994-17-1
4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethyl acetate / 16 h

2: 28 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 0.050 g / CrO₃, Ac₂O, pyridine / CH₂Cl₂ / 3 h

4: 1.) NaBH₄, 2.) Ba(OH)2*8H₂O / 1.) MeOH, 1 h, 2.) H₂O, 80 deg C, 24 h

5: ethyl acetate / 4 h

6: 70 percent / tetrahydrofuran / 22 h / 55 °C

7: Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 0.83 h / Heating

8: 56 percent / 1.) Ba(OH)2

9: 0.052 g / PPh₃, DEAD / tetrahydrofuran

With pyridine; chromium(VI) oxide; barium dihydroxide; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; acetic anhydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo971562c

Reference yield:

: 211993-82-7
2,5-diazido-2,5-dideoxy-3,4-O-isopropylidene-1,6-di-O-phenyl-L-iditol

: 211994-17-1
4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / acetyl chloride / methanol / 24 h / Ambient temperature

2: H₂ / Pd/C / ethyl acetate / 16 h

3: 28 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 0.050 g / CrO₃, Ac₂O, pyridine / CH₂Cl₂ / 3 h

5: 1.) NaBH₄, 2.) Ba(OH)2*8H₂O / 1.) MeOH, 1 h, 2.) H₂O, 80 deg C, 24 h

6: ethyl acetate / 4 h

7: 70 percent / tetrahydrofuran / 22 h / 55 °C

8: Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 0.83 h / Heating

9: 56 percent / 1.) Ba(OH)2

10: 0.052 g / PPh₃, DEAD / tetrahydrofuran

With pyridine; chromium(VI) oxide; barium dihydroxide; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; acetic anhydride; triethylamine; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo971562c

Reference yield:

: 211993-88-3
(2S,3R,4R,5S)-2,5-Diazido-1,6-bis-(4-nitro-phenoxy)-hexane-3,4-diol

: 211994-17-1
4-Nitro-benzoic acid (1R,3R)-3-tert-butoxycarbonylamino-1-((S)-1-tert-butoxycarbonylamino-2-phenoxy-ethyl)-4-phenoxy-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / H₂ / Pd/C / ethyl acetate / 3 h

2: 70 percent / tetrahydrofuran / 22 h / 55 °C

3: Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 0.83 h / Heating

4: 56 percent / 1.) Ba(OH)2

5: 0.052 g / PPh₃, DEAD / tetrahydrofuran

With barium dihydroxide; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene;
DOI:10.1021/jo971562c