5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

Base Information

Chemical Name:5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil
CAS No.:292045-57-9
Molecular Formula:C₆₇H₈₅N₁₁O₁₅Si₂
Molecular Weight:1340.65
Hs Code.:

5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

Synonyms:5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

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Chemical Property of 5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

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Technology Process of 5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

There total 9 articles about 5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil 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: 83.0%

: 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid (6-amino-hexyl)-amide

: 292045-56-8
α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid γ-(N-hydroxysuccinimide) ester

: 292045-57-9
5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3.5h;
DOI:10.1021/jo000132a

Reference yield:

: 59-30-3
folic acid

: 292045-57-9
5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

Guidance literature:: Multi-step reaction with 5 steps

1.1: 12.1 g / carboxypeptidase G; ZnCl₂; Tris-HCl buffer / 336000 h / 30 °C / pH 3.7

2.1: triethylamine / dimethylsulfoxide / 3.5 h / 20 °C

2.2: 50 percent / dimethylsulfoxide / 5 h / 20 °C

3.1: 71 percent / MTBD / dimethylsulfoxide / 21 h / 20 °C

4.1: 87 percent / EDC-HCl / dimethylformamide / 18 h / 20 °C

5.1: 83 percent / Et₃N / CH₂Cl₂ / 3.5 h / 20 °C

With Tris-HCl buffer; carboxypeptidase G; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; zinc(II) chloride; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Substitution / 2.2: Substitution / 3.1: Substitution / 4.1: Esterification / 5.1: Substitution;
DOI:10.1021/jo000132a

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 292045-57-9
5-[6-[γ-[α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folyl]amino]hexylcarbamoyl]-1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)uracil

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / CDI / CH₂Cl₂ / 18 h / 20 °C

2: 57 percent / TsOH-H₂O / H₂O; dioxane / 3 h / 60 °C

3: 71 percent / MTBD / dimethylsulfoxide / 21 h / 20 °C

4: 87 percent / EDC-HCl / dimethylformamide / 18 h / 20 °C

5: 83 percent / Et₃N / CH₂Cl₂ / 3.5 h / 20 °C

With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; 1,1'-carbonyldiimidazole; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Esterification / 2: Hydrolysis / 3: Substitution / 4: Esterification / 5: Substitution;
DOI:10.1021/jo000132a