(2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

Base Information

Chemical Name:(2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine
CAS No.:1300590-65-1
Molecular Formula:C₃₅H₃₇N₃O₇
Molecular Weight:611.695
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

There total 15 articles about (2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine 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:

: 287737-62-6
2-((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethanol

: 1300590-65-1
(2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

Guidance literature:: Multi-step reaction with 13 steps

1.1: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: acetic anhydride; sulfuric acid; acetic acid / 2 h / 20 °C / Inert atmosphere

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / Inert atmosphere; Reflux

3.2: 3.5 h / 0 °C / Reflux; Inert atmosphere

4.1: potassium carbonate / methanol / 1 h / 20 °C

5.1: triethylamine; trifluoromethane sulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

6.1: sodium hydroxide; water / ethanol / 12 h / 20 °C

7.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

8.1: sodium azide / N,N-dimethyl-formamide / 13 h / 20 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

10.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere; Molecular sieve

11.1: tributylphosphine / toluene; water; tetrahydrofuran / 24 h / 20 °C

12.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

13.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

13.2: 2 h / 0 °C

With pyridine; dmap; dipyridinium dichromate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; tributylphosphine; trifluoromethane sulfonyl chloride; sulfuric acid; tetrabutyl ammonium fluoride; water; acetic anhydride; sodium hydride; potassium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1300590-34-4
2’-O-acetyl-3’,5’-di-O-benzyl-4’-(2-tert-butyldiphenylsiloxyethyl)-5-methyluridine

: 1300590-65-1
(2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / methanol / 1 h / 20 °C

2.1: triethylamine; trifluoromethane sulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

3.1: sodium hydroxide; water / ethanol / 12 h / 20 °C

4.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 13 h / 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

7.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere; Molecular sieve

8.1: tributylphosphine / toluene; water; tetrahydrofuran / 24 h / 20 °C

9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

10.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

10.2: 2 h / 0 °C

With pyridine; dipyridinium dichromate; sodium azide; tributylphosphine; trifluoromethane sulfonyl chloride; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1300590-44-6
3’,5’-di-O-benzyl-4’-(2-tert-butyldiphenylsiloxyethyl)-5-methylarabinouridine

: 1300590-65-1
(2’R)-3-benzyloxymethyl-3’,5’-di-O-benzyl-2’,4’-(Nmethyl-2-oxo-iminoethano)thymidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 13 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

4.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere; Molecular sieve

5.1: tributylphosphine / toluene; water; tetrahydrofuran / 24 h / 20 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

7.2: 2 h / 0 °C

With pyridine; dipyridinium dichromate; sodium azide; tributylphosphine; tetrabutyl ammonium fluoride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;