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

Base Information

Chemical Name:2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dimethyl acetal
CAS No.:445433-88-5
Molecular Formula:C₂₁H₂₆O₄
Molecular Weight:343.424
Hs Code.:

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

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

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

There total 5 articles about 2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dimethyl 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: 94.0%

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

: 445433-87-4
4-aldehydo-2,3-di-O-benzyl-D-erythrose dimethyl acetal

: 445433-88-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dimethyl acetal

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 3h;
DOI:10.1021/jo016281q

Reference yield:

: methyl 2,3-di-O-benzyl-D-ribofuranoside

: 445433-88-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dimethyl acetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: HCl / H₂O / 3 h / 0 °C

1.2: 93 percent / DMAP / CH₂Cl₂

2.1: calcium sulfate*2H₂O; yellow mercuric oxide; mercuric chloride / 3 h / 70 °C

3.1: 1.76 g / aq. NaOH / methanol

4.1: 95 percent / NaIO₄; H₂SO₄ / H₂O / 20 °C

5.1: 94 percent / BuLi / hexane; tetrahydrofuran / 3 h / 0 °C

With hydrogenchloride; calcium sulfate; sodium hydroxide; sodium periodate; n-butyllithium; sulfuric acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; hexane; water; 5.1: Wittig reaction;
DOI:10.1021/jo016281q

Reference yield:

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

: 445433-88-5
2,3-di-O-benzyl-4,5-didehydro-4,5-dideoxy-D-[5-13C]ribose dimethyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1: 1.76 g / aq. NaOH / methanol

2: 95 percent / NaIO₄; H₂SO₄ / H₂O / 20 °C

3: 94 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