(1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Base Information

• Chemical Name: (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane
• CAS No.: 1061578-72-0
• Molecular Formula: C₃₄H₃₅N₃O₈
• Molecular Weight: 613.667

Synonyms:(1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Chemical Property of (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

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Technology Process of (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

There total 2 articles about (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[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: 88.0%

(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (866611-96-3) + acetic anhydride (108-24-7) → (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (1061578-72-0)

Guidance literature:

(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane; acetic anhydride; With triethylamine;

With methanol; ammonia; Further stages.;

DOI:10.1080/15257770701538841

Reference yield:

(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (866611-96-3) + acetic anhydride (108-24-7) → (1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (1061578-72-0) + C36H37N3O9

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo802037v

Reference yield: 90.0%

(1S,3R,4S,7R)-5-acetyl-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (1061578-72-0) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (1S,3R,4S,7R)-5-acetyl-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane (1061578-84-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

DOI:10.1080/15257770701538841

upstream raw materials:

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

acetic anhydride

Downstream raw materials:

(1S,3R,4S,7R)-5-acetyl-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

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