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

Base Information

Chemical Name:tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate
CAS No.:637337-18-9
Molecular Formula:C₃₅H₄₀N₂O₇
Molecular Weight:600.712
Hs Code.:

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

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Chemical Property of tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate

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Technology Process of tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate

There total 1 articles about tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate 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:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

With diphenyl-phosphinic acid; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; toluene;
DOI:10.1002/hlca.200490142

Reference yield: 89.0%

: 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

: 637337-67-8
(S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-[(tert-butoxy)carbonyl]propanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;
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

: 2-aminomethyl-N-trityl-succinamic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: H₂ / Pd/C / methanol

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