benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

Base Information

Chemical Name:benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate
CAS No.:756531-85-8
Molecular Formula:C₃₉H₃₆N₂O₅
Molecular Weight:612.725
Hs Code.:

Synonyms:benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

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Chemical Property of benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

Chemical Property:

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Technology Process of benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

There total 7 articles about benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate 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: 85.0%

: 76-84-6
triphenylmethyl alcohol

: 756531-83-6
benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

: 756531-85-8
benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

Guidance literature:: With sulfuric acid; acetic anhydride; In acetic acid; at 40 ℃; for 5.5h;
DOI:10.1002/hlca.200490142

Reference yield:

: 637337-12-3
(R)-3-((R)-2-{[(benzyloxy)carbonyl]methyl}-3-[(tert-butoxy)carbonyl]-1-oxopropyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 756531-85-8
benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

2.1: Et₃N; DPPA / toluene

2.2: 76 percent / toluene / 16 h / Heating

3.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

4.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

5.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

6.1: CDI / tetrahydrofuran / 5 h

6.2: 345 mg / NH₃ / tetrahydrofuran

7.1: 85 percent / Ac₂O; H₂SO₄ / acetic acid / 5.5 h / 40 °C

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; sulfuric acid; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: 637337-18-9
tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate

: 756531-85-8
benzyl (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-{[(triphenylmethyl)amino]carbonyl}propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

2.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

3.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

4.1: CDI / tetrahydrofuran / 5 h

4.2: 345 mg / NH₃ / tetrahydrofuran

5.1: 85 percent / Ac₂O; H₂SO₄ / acetic acid / 5.5 h / 40 °C

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; sulfuric acid; dihydrogen peroxide; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490142