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

Base Information

Chemical Name:ethyl (S)-2-<1-<<(S)-2-<(tert-butyloxycarbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-aminopyrimidine-4-carboxylate
CAS No.:153219-70-6
Molecular Formula:C₂₈H₃₇N₇O₈
Molecular Weight:599.644
Hs Code.:

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

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

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

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

There total 9 articles about ethyl (S)-2-<1-<<(S)-2-<(tert-butyloxycarbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-aminopyrimidine-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: 90.0%

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

: 153219-70-6
ethyl (S)-2-<1-<<(S)-2-<(tert-butyloxycarbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-aminopyrimidine-4-carboxylate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 0.75h;
DOI:10.1021/ja00080a010

Reference yield:

: 70930-18-6
ethyl (S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

: 153219-70-6
ethyl (S)-2-<1-<<(S)-2-<(tert-butyloxycarbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-aminopyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / Ph₃P, DEAD, HN₃ / tetrahydrofuran; benzene / 24 h / 25 °C

2: 85 percent / NH₃ / methanol / a) -20 deg C, 1 h, b) 24 deg C, 6 h

3: 97 percent / H₂ / 10percent Pd/C / methanol / 5 h

4: 100 percent / 4 Angstroem molecular sieves / acetonitrile / 24 h / 25 °C

5: 1.) Sn(OTf)2, i-Pr₂NEt / 1.) THF, -20 deg C, 1 h, 2.) THF, -5 deg C, 11 h

6: 90 percent / Bu₃SnH, AIBN / benzene / 0.75 h / 80 °C

With tin(II) trifluoromethanesulfonate; 2,2'-azobis(isobutyronitrile); tris-(2-chloro-ethyl)-amine; 4 A molecular sieve; ammonia; hydrogen; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile; benzene;
DOI:10.1021/ja00080a010

Reference yield:

: 169498-35-5
methyl (S)-3-azido-2-<(tert-butyloxycarbonyl)amino>propionate

: 153219-70-6
ethyl (S)-2-<1-<<(S)-2-<(tert-butyloxycarbonyl)amino>-2-carbamoylethyl>amino>-2-<((4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl)carbonyl>ethyl>-6-aminopyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / NH₃ / methanol / a) -20 deg C, 1 h, b) 24 deg C, 6 h

2: 97 percent / H₂ / 10percent Pd/C / methanol / 5 h

3: 100 percent / 4 Angstroem molecular sieves / acetonitrile / 24 h / 25 °C

4: 1.) Sn(OTf)2, i-Pr₂NEt / 1.) THF, -20 deg C, 1 h, 2.) THF, -5 deg C, 11 h

5: 90 percent / Bu₃SnH, AIBN / benzene / 0.75 h / 80 °C

With tin(II) trifluoromethanesulfonate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; ammonia; hydrogen; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; acetonitrile; benzene;
DOI:10.1021/ja00080a010