2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

Base Information

Chemical Name:2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal
CAS No.:184000-81-5
Molecular Formula:C₃₃H₃₄O₄
Molecular Weight:495.62
Hs Code.:

Synonyms:2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

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Chemical Property of 2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

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Technology Process of 2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

There total 6 articles about 2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal 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%

: 81826-67-7
[13C]-methyltriphenylphosphonium iodide

: 184000-80-4
4-aldehydo-2,3-di-O-benzyl-D-erythrose dibenzyl acetal

: 184000-81-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/0040-4039(96)01770-4

Reference yield:

: 184000-79-1
2,3-di-O-benzyl-D-ribose dibenzyl acetal

: 184000-81-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / NaIO₄; H₂SO₄ / H₂O / 20 °C

2: 93 percent / BuLi / hexane; tetrahydrofuran / 3 h / 0 °C

With sodium periodate; n-butyllithium; sulfuric acid; In tetrahydrofuran; hexane; water; 2: Wittig reaction;
DOI:10.1021/jo016281q

Reference yield:

: 4,5-di-O-acetyl-2,3-di-O-benzyl-D-ribose dibenzyl acetal

: 184000-81-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dibenzyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1: aq. NaOH / methanol

2: 99 percent / NaIO₄; H₂SO₄ / H₂O / 20 °C

3: 93 percent / BuLi / hexane; tetrahydrofuran / 3 h / 0 °C

With sodium hydroxide; sodium periodate; n-butyllithium; sulfuric acid; In tetrahydrofuran; methanol; hexane; water; 3: Wittig reaction;
DOI:10.1021/jo016281q