ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

Base Information

Chemical Name:ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate
CAS No.:654679-60-4
Molecular Formula:C₃₅H₄₀O₈
Molecular Weight:588.698
Hs Code.:

Synonyms:ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

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Chemical Property of ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

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Technology Process of ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

There total 4 articles about ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate 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: 64.0%

: 654679-49-9
3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-ol

: 17435-72-2
ethyl 2-bromomethyl-2-propenoate

: 654679-60-4
ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2003.10.006

Reference yield:

: 16713-97-6
5-hydroxymethyl-3a-methoxymethyl-2,2-dimethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-ol

: 654679-60-4
ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

2: 64 percent / NaH / dimethylformamide / 1 h / 20 °C

With sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2003.10.006

Reference yield:

: 17331-44-1
3a-methoxymethyl-2,2,7,7-tetramethyl-(3aS,4aS,8aR,8bS)-perhydro[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxine

: 654679-60-4
ethyl 2-[3a-methoxymethyl-2,2-dimethyl-5-trityloxymethyl-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxol-6-yloxymethyl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / acetic acid / 12 h / 20 °C

2: 87 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

3: 64 percent / NaH / dimethylformamide / 1 h / 20 °C

With sodium hydride; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2003.10.006