2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole

Base Information

• Chemical Name: 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole
• CAS No.: 127086-90-2
• Molecular Formula: C₄₆H₄₆N₄O₁₁S
• Molecular Weight: 862.957
• Mol file: 127086-90-2.mol

Synonyms:2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole

Chemical Property of 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole

There total 17 articles about 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole 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: 82.0%

2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4'-(1b-hydroxyethyl)phenoxy>ethyl>-4-benzyl-5-<(tert-butoxycarbonyl)amino>oxazole (127086-89-9) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole (127086-90-2)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 ℃;

DOI:10.1021/ja00175a039

Reference yield:

4-hydroxyphenylacetate (156-38-7) → 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole (127086-90-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 97 percent / conc. H₂SO₄ / Heating

2: 90 percent / diethylazodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

3: 99 percent / trifluoracetic acid / CH₂Cl₂ / Ambient temperature

4: 3.63 g / NaIO₄, RuCl₃ dihydrate / acetonitrile; CCl₄; H₂O / 2 h / 0 °C

5: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 0 deg C, 2.) 0 deg C, 4 h

6: 93 percent / trifluoroacetic acid / CH₂Cl₂ / 0 - 20 °C

7: 81 percent / DMAP, N-methylmorpholine / tetrahydrofuran / Ambient temperature

8: 89 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

9: 82 percent / pyridine, DMAP / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; pyridine; dmap; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; sulfuric acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1021/ja00175a039

Reference yield:

tert-butyldicarbonate (34619-03-9) → 2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-benzyl-5-<(tert-butylcarboxy)amino>oxazole (127086-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / DMAP, N-methylmorpholine / tetrahydrofuran / Ambient temperature

2: 89 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

3: 82 percent / pyridine, DMAP / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; pyridine; dmap; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00175a039

upstream raw materials:

2-<1-(R)-(N-carbobenzyloxy-N-methylamino)-2(R)-phenyl-2-<4'-(1b-hydroxyethyl)phenoxy>ethyl>-4-benzyl-5-<(tert-butoxycarbonyl)amino>oxazole

4-Nitrobenzenesulfonyl chloride

4-hydroxyphenylacetate

tert-butyldicarbonate

Downstream raw materials:

5-benzyl-8(R)--9(R)-phenyl-4,7-dioxo-3,6-diaza-11-benzena-10-oxacycloundecaphane

1-benzyl-2-(tert-butyloxycarbonyl)-8(R)--7(R)-phenyl-2-aza-5(1,4)-benzena-6-oxa-1(2,5)-oxazolacyclooctaphane