1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

Base Information

Chemical Name:1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose
CAS No.:301826-40-4
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

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Technology Process of 1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

There total 2 articles about 1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose 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: 89.2%

: 108-24-7
acetic anhydride

: 220569-97-1
3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

: 301826-40-4
1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

Guidance literature:: pyridine;
DOI:10.1016/S0008-6215(00)00005-7

Reference yield:

: 220569-96-0
ethyl (R)-3-benzyloxymethyl-3-methyl-4-oxobutyrate

: 301826-40-4
1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 67.2 percent / DIBAL-H / toluene / 3 h / -78 °C

2: 89.2 percent / pyridine

With diisobutylaluminium hydride; pyridine; In toluene; 1: Reduction / 2: Acetylation;
DOI:10.1016/S0008-6215(00)00005-7

Reference yield: 62.0%

: 32865-86-4
6-chloro-9-trimethylsilylpurine

: 301826-40-4
1-O-acetyl-3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-D-glycero-tetrofuranose

: 301826-28-8
9-[3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-β-D-glycero-tetrofuranosyl]6-chloropurine and 9-[3-C-(benzyloxymethyl)-2,3-dideoxy-3-C-methyl-α-D-glycero-tetrofuranosyl]6-chloropurine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1,2-dichloro-ethane; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(00)00005-7