(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:245366-57-8
Molecular Formula:C₃₉H₃₈N₂O₈
Molecular Weight:662.739
Hs Code.:

Synonyms:(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Chemical Property of (1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Technology Process of (1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 5 articles about (1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 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: 93.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 296253-29-7
(1R,3R,4S,7R)-1-(hydroxymethyl)-7-benzyloxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 245366-57-8
(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With pyridine; at 20 ℃; for 24h;
DOI:10.1021/jo000232g

Reference yield:

: 230631-18-2
1-(3-O-Benzyl-4-C-hydroxymethyl-α-L-threo-pentofuranosyl)thymine

: 245366-57-8
(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / AgNO₃; pyridine / tetrahydrofuran / 18 h / 20 °C

2: 63 percent / DMAP / pyridine / 24 h / 20 °C

3: 81 percent / aq. NaOH / ethanol / 24 h / Heating

With pyridine; dmap; sodium hydroxide; silver nitrate; In tetrahydrofuran; pyridine; ethanol; 1: Alkylation / 2: Tosylation / 3: Cyclization;
DOI:10.1021/jo000232g

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 245366-57-8
(1S,3R,4S,7R)-7-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / AgNO₃; pyridine / tetrahydrofuran / 18 h / 20 °C

2: 63 percent / DMAP / pyridine / 24 h / 20 °C

3: 81 percent / aq. NaOH / ethanol / 24 h / Heating

With pyridine; dmap; sodium hydroxide; silver nitrate; In tetrahydrofuran; pyridine; ethanol; 1: Alkylation / 2: Tosylation / 3: Cyclization;
DOI:10.1021/jo000232g