3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

Base Information

Chemical Name:3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose
CAS No.:774598-94-6
Molecular Formula:C₂₂H₃₁N₃O₁₂S₂
Molecular Weight:593.633
Hs Code.:

Synonyms:3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

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Chemical Property of 3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

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Technology Process of 3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

There total 3 articles about 3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose 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:

: Methanesulfonic acid (3S,4R)-3-(3-azido-propyl)-3-benzyloxy-4,5-dihydroxy-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

: 108-24-7
acetic anhydride

: 774598-94-6
3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

Guidance literature:: With pyridine; dmap; at 20 ℃; for 15h;
DOI:10.1021/jo049159a

Reference yield:

: Methanesulfonic acid (3aR,6S,6aR)-6-(3-azido-propyl)-6-benzyloxy-5-methanesulfonyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

: 774598-94-6
3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: aq. TFA / 3.5 h / 20 °C

2: 1.98 g / pyridine; DMAP / 15 h / 20 °C

With pyridine; dmap; trifluoroacetic acid;
DOI:10.1021/jo049159a

Reference yield:

: 774598-93-5
3-C-(3-azidopropyl)-3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 774598-94-6
3-C-(3-azidopropyl)-1,2-di-O-acetyl-3-O-benzyl-5-O-mesyl-4-C-mesyloxymethyl-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 4.5 h / 20 °C

2: aq. TFA / 3.5 h / 20 °C

3: 1.98 g / pyridine; DMAP / 15 h / 20 °C

With pyridine; dmap; trifluoroacetic acid;
DOI:10.1021/jo049159a