N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

Base Information

Chemical Name:N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide
CAS No.:127086-86-6
Molecular Formula:C₃₈H₃₉N₃O₆
Molecular Weight:633.744
Hs Code.:

Synonyms:N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

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Chemical Property of N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

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Technology Process of N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

There total 11 articles about N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide 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:

: 156-38-7
4-hydroxyphenylacetate

: 127086-86-6
N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

Guidance literature:: Multi-step reaction with 5 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

With 4-methyl-morpholine; ruthenium trichloride; sodium periodate; sulfuric acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00175a039

Reference yield:

: 41997-33-5
iso-propyl 4-hydroxyphenylacetate

: 127086-86-6
N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / diethylazodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

2: 99 percent / trifluoracetic acid / CH₂Cl₂ / Ambient temperature

3: 3.63 g / NaIO₄, RuCl₃ dihydrate / acetonitrile; CCl₄; H₂O / 2 h / 0 °C

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

With 4-methyl-morpholine; ruthenium trichloride; sodium periodate; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00175a039

Reference yield:

: 28143-91-1
(1S,2S)-2-amino-1-phenyl-1,3-diol

: 127086-86-6
N-(1-cyano-3-methylphenyl)-2(R)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>propanamide

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / NaHCO₃ / H₂O / Ambient temperature

2: TsOH, 4A sieves / acetone / Ambient temperature

3: 1.) NaH / 1.) DMF, 20 min

4: TsOH / methanol / 1.) 0 deg C, 1 h, 2.) RT, 3 h

5: 6.22 g / DMAP, triethylamine / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 1 h

6: 90 percent / diethylazodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

7: 99 percent / trifluoracetic acid / CH₂Cl₂ / Ambient temperature

8: 3.63 g / NaIO₄, RuCl₃ dihydrate / acetonitrile; CCl₄; H₂O / 2 h / 0 °C

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

With 4-methyl-morpholine; dmap; ruthenium trichloride; sodium periodate; 4 A molecular sieve; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; isobutyl chloroformate; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/ja00175a039