C₅₄H₆₂BrN₅O₁₇

Base Information

• Chemical Name: C₅₄H₆₂BrN₅O₁₇
• CAS No.: 109714-13-8
• Molecular Formula: C₅₄H₆₂BrN₅O₁₇
• Molecular Weight: 1133.01
• Mol file: 109714-13-8.mol

Synonyms:

Chemical Property of C₅₄H₆₂BrN₅O₁₇

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₄H₆₂BrN₅O₁₇

There total 9 articles about C₅₄H₆₂BrN₅O₁₇ 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:

C64H72BrN5O22 (109681-07-4,109718-67-4) → C54H62BrN5O17 (109714-13-8,109785-07-1,109785-08-2)

Guidance literature:

With potassium hydroxide; sodium acetate; In methanol; Yield given;

DOI:10.1016/S0040-4039(00)85175-8

Reference yield:

3-[(2,6-Bis-benzyloxy-5-nitro-pyrimidin-4-ylamino)-methyl]-2-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-3-hydroxy-hex-4-ynoic acid 2-methylsulfanyl-ethyl ester (109681-02-9) → C54H62BrN5O17 (109714-13-8,109785-07-1,109785-08-2)

Guidance literature:

Multi-step reaction with 8 steps

1: mCPBA / CH₂Cl₂ / 5 °C

2: pyridine / 0.5 h / -15 °C

3: 1.) OsO₄, 2.) NaHSO₃ / 1.) THF, ether, pyridine, -15 deg C-O deg C, 2.) H₂O, pyridine, rt, 2 h

5: 72 percent / DMAP / tetrahydrofuran / 1.5 h / Ambient temperature

6: 95 percent / NaHCO₃-Na₂CO₃ / acetone / 3 h / Ambient temperature

7: picryl chloride / pyridine / 2 h / Ambient temperature

8: KOH, NaOAc / methanol

With pyridine; dmap; potassium hydroxide; osmium(VIII) oxide; 2,4,6-trinitrochlorobenzene; sodium acetate; sodium hydrogencarbonate; sodium carbonate; sodium hydrogensulfite; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetone;

DOI:10.1016/S0040-4039(00)85175-8

Reference yield:

C36H34BrN5O8S (109681-05-2) → C54H62BrN5O17 (109714-13-8,109785-07-1,109785-08-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / DMAP / tetrahydrofuran / 1.5 h / Ambient temperature

2: 95 percent / NaHCO₃-Na₂CO₃ / acetone / 3 h / Ambient temperature

3: picryl chloride / pyridine / 2 h / Ambient temperature

4: KOH, NaOAc / methanol

With dmap; potassium hydroxide; 2,4,6-trinitrochlorobenzene; sodium acetate; sodium hydrogencarbonate; sodium carbonate; In tetrahydrofuran; pyridine; methanol; acetone;

DOI:10.1016/S0040-4039(00)85175-8

upstream raw materials:

C₆₄H₇₂BrN₅O₂₂

3-[(2,6-Bis-benzyloxy-5-nitro-pyrimidin-4-ylamino)-methyl]-2-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-3-hydroxy-hex-4-ynoic acid 2-methylsulfanyl-ethyl ester

C₃₆H₃₄BrN₅O₈S

2-(methylsulfonyl)ethyl 6-bromo-2,3-dihydro-α-<1-hydroxy-1-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2-butynyl>-2-oxo-1H-indole-3-acetate

Downstream raw materials:

neosurugatoxin

Refernces