ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Base Information

• Chemical Name: ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate
• CAS No.: 147975-83-5
• Molecular Formula: C₃₀H₄₁N₇O₈S
• Molecular Weight: 659.764

Synonyms:ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Chemical Property of ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

There total 8 articles about ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate 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:

triethyl 1,3,5-triazine-2,4,6-tricarboxylate (898-22-6) → ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate (147975-83-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / dioxane / 21 h / 101 °C

2: 75 percent / CF₃SO₃H / CH₂Cl₂ / 13 h / 40 °C

3: NaBH₄ / ethanol / 15 h / 25 °C

4: 83 percent / MnO₂ / acetonitrile / 3 h / 82 °C

5: 98 percent / mol. sieves 4A / acetonitrile / 24 h / 25 °C

6: 1.) tin(II) trifluoromethanesulfonate, i-Pr₂NEt / 1.) THF, -20 deg C, 1 h, 2.) THF, from -78 deg C to 0 deg C, 12 h

With manganese(IV) oxide; sodium tetrahydroborate; tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/ja00092a012

Reference yield:

Boc-Dap(NH2)-CONH2 (75452-33-4) → ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate (147975-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / mol. sieves 4A / acetonitrile / 24 h / 25 °C

2: 1.) tin(II) trifluoromethanesulfonate, i-Pr₂NEt / 1.) THF, -20 deg C, 1 h, 2.) THF, from -78 deg C to 0 deg C, 12 h

With tin(II) trifluoromethanesulfonate; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja00092a012

Reference yield:

ethyl 4-amino-2-(hydroxymethyl)-5-methylpyrimidine-6-carboxylate (142582-30-7) → ethyl 2(R)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>-2(R)-(methylthio)ethyl>-6-amino-5-methylpyrimidine-4-carboxylate (147975-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / MnO₂ / acetonitrile / 3 h / 82 °C

2: 98 percent / mol. sieves 4A / acetonitrile / 24 h / 25 °C

3: 1.) tin(II) trifluoromethanesulfonate, i-Pr₂NEt / 1.) THF, -20 deg C, 1 h, 2.) THF, from -78 deg C to 0 deg C, 12 h

With manganese(IV) oxide; tin(II) trifluoromethanesulfonate; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja00092a012

upstream raw materials:

triethyl 1,3,5-triazine-2,4,6-tricarboxylate

Boc-Dap(NH₂)-CONH₂

2,4-dis(ethoxycarbonyl)-6-(N,N-dibenzylamino)-5-methylpyrimidine

ethyl 4-amino-2-(hydroxymethyl)-5-methylpyrimidine-6-carboxylate

Downstream raw materials:

N^α-((tert-butyloxy)carbonyl)-N^β-<1-amino-3(S)-(4-amino-6-(amido-N^im-(triphenylmethyl)-erythro-β-hydroxy-L-histydyl methyl ester)-5-methylpyrimidin-2-yl)propion-3-yl>-(S)-β-aminoalanine amide

(2S,3R)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-amino)-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid

ethyl 2(S)-<1-<<2(S)-<((tert-butyloxy)carbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-amino-5-methylpyrimidine-4-carboxylate

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