1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi

Base Information

• Chemical Name: 1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi
• CAS No.: 170375-14-1
• Molecular Formula: C₅₅H₇₀N₉O₁₂S₃
• Molecular Weight: 1145.41

Synonyms:1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi

Chemical Property of 1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi

Chemical Property:

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Technology Process of 1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi

There total 9 articles about 1-<<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>amino>-N^im-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi 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: 82.0%

Nα-((tert-butyloxy)carbonyl)-1-<<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>amino>-Nim-(triphenylmethyl)-erythr (170375-13-0) → 1-<<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>amino>-Nim-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi (170375-14-1)

Guidance literature:

With hydrogenchloride; acetic acid; at 25 ℃; for 0.0833333h;

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranose (22860-22-6) → 1-<<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>amino>-Nim-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi (170375-14-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 69 percent / NaH / CH₂Cl₂ / 0.25 h / 25 °C

2: 24 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 0.75 h / 0 °C

3: 71 percent / H₂ / 10percent Pd/C / methanol / 0.75 h / 25 °C / 760 Torr

4: 99 percent / aq. NaHCO₃ / tetrahydrofuran / 1.5 h / 25 °C

5: 67 percent / 0.1 N aq. LiOH / methanol / 3 h / 4 °C

6: 64 percent / DCC, HOBT / dimethylformamide / 10 h / 25 °C

7: 82 percent / 1N aq. HCl, acetic acid / 0.08 h / 25 °C

With hydrogenchloride; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

per-O-acetyl-α-D-mannopyranose (4163-65-9) → 1-<<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>amino>-Nim-(triphenylmethyl)erythro-β-(α-D-gulopyranosyl)-L-histidi (170375-14-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 73 percent / BnNH₂

2: 69 percent / NaH / CH₂Cl₂ / 0.25 h / 25 °C

3: 24 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 0.75 h / 0 °C

4: 71 percent / H₂ / 10percent Pd/C / methanol / 0.75 h / 25 °C / 760 Torr

5: 99 percent / aq. NaHCO₃ / tetrahydrofuran / 1.5 h / 25 °C

6: 67 percent / 0.1 N aq. LiOH / methanol / 3 h / 4 °C

7: 64 percent / DCC, HOBT / dimethylformamide / 10 h / 25 °C

8: 82 percent / 1N aq. HCl, acetic acid / 0.08 h / 25 °C

With hydrogenchloride; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; benzylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

N^α-((tert-butyloxy)carbonyl)-1-<<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>amino>-N^im-(triphenylmethyl)-erythr

2,3,4,6-tetra-O-acetyl-α-D-mannopyranose

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

(2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-((diphenoxyphosphoryl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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