N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe...

Base Information

• Chemical Name: N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe...
• CAS No.: 176752-40-2
• Molecular Formula: C₆₇H₈₇N₁₆O₁₁S₃
• Molecular Weight: 1388.73

Synonyms:N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe...

Chemical Property of N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe...

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Technology Process of N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe...

There total 13 articles about N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-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)-pe... 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: 67.0%

{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}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid (176752-39-9) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[methyl-N-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)-pe... (176752-40-2)

Guidance literature:

With sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 35h;

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

Reference yield:

1,Nα-bis-benzyloxycarbonyl-histidine methyl ester (40917-50-8) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[methyl-N-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)-pe... (176752-40-2)

Guidance literature:

Multi-step reaction with 10 steps

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

2: 99 percent / Et₃N / benzene / 1 h / 80 °C

3: 0.78 g / H₂ / 10percent Pd/C / methanol / 2.5 h / 25 °C / 760 Torr

4: methanol / 1.5 h / 25 °C

5: NaBH₄ / methanol / 0.5 h / 5 - 10 °C

6: 61 percent / NaBH₃CN, aq. AcOH / acetonitrile / 0.33 h / 25 °C

7: 38 percent / H₂ / 10percent Pd/C / methanol / 10 h / 25 °C / 760 Torr

8: 45 percent / BOPCl, Et₃N / CH₂Cl₂ / 6 h / 25 °C

9: 80 percent / 0.1N aq. LiOH / methanol / 3.5 h / 4 °C

10: 67 percent / DCC, HOBt, NaHCO₃ / dimethylformamide / 35 h / 25 °C

With lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium cyanoborohydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

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

Reference yield:

Nim-triphenylmethyl-L-histidine methyl ester (62715-28-0) → Nα-[(tert-butyloxy)carbonyl]-Nβ-[3(S)-[4-amino-6-[[[methyl-N-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)-pe... (176752-40-2)

Guidance literature:

Multi-step reaction with 7 steps

1: methanol / 1.5 h / 25 °C

2: NaBH₄ / methanol / 0.5 h / 5 - 10 °C

3: 61 percent / NaBH₃CN, aq. AcOH / acetonitrile / 0.33 h / 25 °C

4: 38 percent / H₂ / 10percent Pd/C / methanol / 10 h / 25 °C / 760 Torr

5: 45 percent / BOPCl, Et₃N / CH₂Cl₂ / 6 h / 25 °C

6: 80 percent / 0.1N aq. LiOH / methanol / 3.5 h / 4 °C

7: 67 percent / DCC, HOBt, NaHCO₃ / dimethylformamide / 35 h / 25 °C

With lithium hydroxide; sodium tetrahydroborate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium cyanoborohydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

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

upstream raw materials:

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

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

N^im-triphenylmethyl-L-histidine methyl ester

(S)-2-Methylamino-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

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