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

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Chemical Name:α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid γ-(N-hydroxysuccinimide) ester
CAS No.:292045-56-8
Molecular Formula:C₃₄H₄₆N₈O₁₀Si₂
Molecular Weight:782.958
Hs Code.:

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

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Chemical Property of α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid γ-(N-hydroxysuccinimide) ester

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Technology Process of α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid γ-(N-hydroxysuccinimide) ester

There total 9 articles about α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid γ-(N-hydroxysuccinimide) ester 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: 87.0%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 292045-47-7
α-[2-(trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid

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

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jo000132a

Reference yield:

: 59-30-3
folic acid

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

Guidance literature:: Multi-step reaction with 4 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

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 dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Substitution / 2.2: Substitution / 3.1: Substitution / 4.1: Esterification;
DOI:10.1021/jo000132a

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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;
DOI:10.1021/jo000132a