N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin...

Base Information

• Chemical Name: N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin...
• CAS No.: 176752-32-2
• Molecular Formula: C₆₆H₈₅N₁₆O₁₁S₃
• Molecular Weight: 1374.7

Synonyms:N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin...

Chemical Property of N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin...

Chemical Property:

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Technology Process of N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin...

There total 14 articles about N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin... 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: 55.0%

pyrimidoblamic acid (75452-30-1) + [3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-Amino-3-(1-trityl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-2-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-[2,4']bithiazolyl-4-carbonyl}-amino)-propyl]-dimethyl-sulfonium (176752-34-4) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin... (176752-32-2)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 15h;

DOI:10.1016/0968-0896(95)00183-2

Reference yield: 31.0%

{3-[(2'-{2-[(2S,3R)-2-((2S,3S,4R)-4-Amino-3-hydroxy-2-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-ethyl}-[2,4']bithiazolyl-4-carbonyl)-amino]-propyl}-dimethyl-sulfonium + (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid (176752-31-1) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin... (176752-32-2)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 24h;

DOI:10.1016/0968-0896(95)00183-2

Reference yield:

L-histidine (71-00-1) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin... (176752-32-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 99 percent / SOCl₂ / 36 h / 40 °C

2: 49 percent / aq. NaHCO₃ / acetone / 12 h / 25 °C

3: 80 percent / 1N aq. NaOH / methanol / 0.01 h / -20 °C

4: 99 percent / Et₃N / benzene / 1 h / 80 °C

5: 0.78 g / H₂ / 10percent Pd/C / methanol / 2.5 h / 25 °C / 760 Torr

6: 98 percent / aq. NaHCO₃ / tetrahydrofuran / 2 h / 25 °C

7: 85 percent / 0.1 N aq. LiOH / methanol / 2 h / 4 °C

8: 77 percent / DCC, HOBt, NaHCO₃ / dimethylformamide / 12 h / 25 °C

9: 68 percent / aq. HCl, AcOH / 0.08 h / 25 °C

10: 55 percent / DCC, HOBt / dimethylformamide / 15 h / 25 °C

With hydrogenchloride; lithium hydroxide; sodium hydroxide; thionyl chloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/0968-0896(95)00183-2

upstream raw materials:

pyrimidoblamic acid

[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-Amino-3-(1-trityl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-2-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-[2,4']bithiazolyl-4-carbonyl}-amino)-propyl]-dimethyl-sulfonium

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

1,N^α-bis-benzyloxycarbonyl-histidine methyl ester

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