3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone

Base Information

• Chemical Name: 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone
• CAS No.: 89448-49-7
• Molecular Formula: C₁₄H₁₄O₅S₂
• Molecular Weight: 326.394

Synonyms:3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone

Chemical Property of 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone

Chemical Property:

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Technology Process of 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone

There total 3 articles about 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone 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:

benzaldehyde (100-52-7) → 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone (89448-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / 7 h / Ambient temperature

2: 1. sodium hydride / 1. dimethylformamide, room temperature, 30 min 2. 30 min, room temperature

With hydrogenchloride; sodium hydride;

DOI:10.1021/jo00186a018

Reference yield:

D-Ribono-1,4-lactone (5336-08-3) → 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone (89448-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / 7 h / Ambient temperature

2: 1. sodium hydride / 1. dimethylformamide, room temperature, 30 min 2. 30 min, room temperature

With hydrogenchloride; sodium hydride;

DOI:10.1021/jo00186a018

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + 3,5-O-Benzylidene-D-ribonic Acid γ-Lactone (20603-44-5,104445-18-3,131614-82-9,131614-83-0) + methyl iodide (74-88-4) → 3,5-O-Benzylidene-2-O-<(methylthio)thiocarbonyl>-D-ribonic Acid γ-Lactone (89448-49-7)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, sodium hydride;

DOI:10.1016/S0040-4039(00)94032-2

upstream raw materials:

carbon disulfide

3,5-O-Benzylidene-D-ribonic Acid γ-Lactone

methyl iodide

benzaldehyde

Downstream raw materials:

3,5-O-Benzylidene-2-deoxy-D-ribonic Acid γ-Lactone

(3S,4S,5R)-4-Hydroxy-3-((S)-hydroxy-phenyl-methyl)-5-methyl-dihydro-furan-2-one

(3S,4S,5R)-4-Hydroxy-3-((R)-hydroxy-phenyl-methyl)-5-methyl-dihydro-furan-2-one

3-hydroxyvaleric acid

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