[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

Base Information

Chemical Name:[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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
CAS No.:176752-33-3
Molecular Formula:C₅₄H₆₈N₉O₈S₃
Molecular Weight:1067.39
Hs Code.:

[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

Synonyms:[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

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Chemical Property of [3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

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Technology Process of [3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

There total 7 articles about [3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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 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: 77.0%

: {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

: 32926-43-5,393568-74-6
N^α-(tert-butyloxy)carbonyl-N^im-triphenylmethyl-L-histidine

: 176752-33-3
[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

Guidance literature:: With sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1016/0968-0896(95)00183-2

Reference yield:

: 76-83-5
trityl chloride

: 176752-33-3
[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

Guidance literature:: Multi-step reaction with 5 steps

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

2: 0.78 g / H₂ / 10percent Pd/C / methanol / 2.5 h / 25 °C / 760 Torr

3: 98 percent / aq. NaHCO₃ / tetrahydrofuran / 2 h / 25 °C

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

5: 77 percent / DCC, HOBt, NaHCO₃ / dimethylformamide / 12 h / 25 °C

With lithium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0968-0896(95)00183-2

Reference yield:

: 40917-50-8
1,N^α-bis-benzyloxycarbonyl-histidine methyl ester

: 176752-33-3
[3-({2'-[2-((2S,3R)-2-{(2S,3S,4R)-4-[(S)-2-tert-Butoxycarbonylamino-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

Guidance literature:: Multi-step reaction with 6 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: 98 percent / aq. NaHCO₃ / tetrahydrofuran / 2 h / 25 °C

5: 85 percent / 0.1 N aq. LiOH / methanol / 2 h / 4 °C

6: 77 percent / DCC, HOBt, NaHCO₃ / dimethylformamide / 12 h / 25 °C

With lithium hydroxide; sodium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0968-0896(95)00183-2