uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate)

Base Information

• Chemical Name: uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate)
• CAS No.: 19083-14-8
• Molecular Formula: C₁₅H₂₄N₂O₁₆P₂
• Molecular Weight: 550.307
• Mol file: 19083-14-8.mol

Synonyms:

Chemical Property of uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate)

There total 11 articles about uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate) 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:

6-deoxy-D-glucose (488-79-9) → uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate) (19083-14-8,30174-43-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 2.8 g / pyridine / 20 °C

2.1: 81.5 percent / zinc iodide / CH₂Cl₂ / 2 h / Heating

3.1: NaOMe / methanol; toluene / 2 h / 20 °C

4.1: NaH / dimethylformamide / 2 h / 20 °C

4.2: 480 mg / dimethylformamide

5.1: 76 percent / trifluoromethanesulfonic acid; N-iodosuccinamide / CH₂Cl₂ / 0.5 h / -30 °C

6.1: H₂; NaHCO₃ / Pd/C / methanol / 20 °C

7.1: Mg⁽²⁺⁾; NTP; E_.p / thymidylyl-transferase / 0.5 h / 37 °C

With pyridine; N-Iodosuccinamide; trifluorormethanesulfonic acid; magnesium(II); hydrogen; sodium methylate; sodium hydride; sodium hydrogencarbonate; zinc(II) iodide; palladium on activated charcoal; thymidylyl-transferase; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja001444y

Reference yield:

methyl-alpha-D-glucopyranoside (97-30-3) → uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate) (19083-14-8,30174-43-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: CCl₄; Ph₃P

2.1: pyridine

3.1: LiAlH₄ / tetrahydrofuran / 10 h / Heating

4.1: HCl; AcOH / 10 h / 95 °C

5.1: 2.8 g / pyridine / 20 °C

6.1: 81.5 percent / zinc iodide / CH₂Cl₂ / 2 h / Heating

7.1: NaOMe / methanol; toluene / 2 h / 20 °C

8.1: NaH / dimethylformamide / 2 h / 20 °C

8.2: 480 mg / dimethylformamide

9.1: 76 percent / trifluoromethanesulfonic acid; N-iodosuccinamide / CH₂Cl₂ / 0.5 h / -30 °C

10.1: H₂; NaHCO₃ / Pd/C / methanol / 20 °C

11.1: Mg⁽²⁺⁾; NTP; E_.p / thymidylyl-transferase / 0.5 h / 37 °C

With pyridine; hydrogenchloride; tetrachloromethane; lithium aluminium tetrahydride; N-Iodosuccinamide; trifluorormethanesulfonic acid; magnesium(II); hydrogen; sodium methylate; sodium hydride; sodium hydrogencarbonate; acetic acid; triphenylphosphine; zinc(II) iodide; palladium on activated charcoal; thymidylyl-transferase; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja001444y

Reference yield:

methyl 6-chloro-6-deoxy-α-D-glucopyranoside (4144-87-0) → uridine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate) (19083-14-8,30174-43-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: pyridine

2.1: LiAlH₄ / tetrahydrofuran / 10 h / Heating

3.1: HCl; AcOH / 10 h / 95 °C

4.1: 2.8 g / pyridine / 20 °C

5.1: 81.5 percent / zinc iodide / CH₂Cl₂ / 2 h / Heating

6.1: NaOMe / methanol; toluene / 2 h / 20 °C

7.1: NaH / dimethylformamide / 2 h / 20 °C

7.2: 480 mg / dimethylformamide

8.1: 76 percent / trifluoromethanesulfonic acid; N-iodosuccinamide / CH₂Cl₂ / 0.5 h / -30 °C

9.1: H₂; NaHCO₃ / Pd/C / methanol / 20 °C

10.1: Mg⁽²⁺⁾; NTP; E_.p / thymidylyl-transferase / 0.5 h / 37 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; N-Iodosuccinamide; trifluorormethanesulfonic acid; magnesium(II); hydrogen; sodium methylate; sodium hydride; sodium hydrogencarbonate; acetic acid; zinc(II) iodide; palladium on activated charcoal; thymidylyl-transferase; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja001444y

upstream raw materials:

6-Desoxy-α-D-glucopyranosyl-phosphat

uridine

6-deoxy-D-glucose

methyl-alpha-D-glucopyranoside

Refernces

• 1、 -. "Active-site engineering of nucleotidylyltransferases and general enzymatic methods for the synthesis of natural and "unnatural" UDP- and TDP-nucleotide sugars". . . Retrieved 2008/06/13.