2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid

Base Information

• Chemical Name: 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid
• CAS No.: 79190-09-3
• Molecular Formula: C₂₆H₃₂BrN₇O₁₁
• Molecular Weight: 698.484

Synonyms:

Chemical Property of 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid

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Technology Process of 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid

There total 2 articles about 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid 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:

mildiomycin (67527-71-3) → 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid (79190-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 11.2 g / 0.2 N NaOH / H₂O / 2 h / Heating

2: 600 mg / 5percent NaHCO₃ / 5 h / 25 °C

With sodium hydroxide; sodium hydrogencarbonate; In water;

DOI:10.1016/S0040-4020(01)92447-0

Reference yield:

4-chlorobenzoyl chloride (586-75-4) + (2R,4R)-2-[(2S)-6c-(4-amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3t-L-serylamino-3,6-dihydro-2H-pyran-2r-yl]-5-ureido-2,4-dihydroxy-pentanoic acid (67983-10-2) → 2-{(2S,3S,6R)-6-(4-Amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3-[2-(4-bromo-benzoylamino)-3-hydroxy-propionylamino]-3,6-dihydro-2H-pyran-2-yl}-2,4-dihydroxy-5-ureido-pentanoic acid (79190-09-3)

Guidance literature:

With sodium hydrogencarbonate; at 25 ℃; for 5h;

DOI:10.1016/S0040-4020(01)92447-0

upstream raw materials:

4-chlorobenzoyl chloride

(2R,4R)-2-[(2S)-6c-(4-amino-5-hydroxymethyl-2-oxo-2H-pyrimidin-1-yl)-3t-L-serylamino-3,6-dihydro-2H-pyran-2r-yl]-5-ureido-2,4-dihydroxy-pentanoic acid

mildiomycin

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