2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal

Base Information

• Chemical Name: 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal
• CAS No.: 168975-26-6
• Molecular Formula: C₂₂H₂₈O₃S₂
• Molecular Weight: 404.595
• Mol file: 168975-26-6.mol

Synonyms:2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal

Chemical Property of 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal

There total 2 articles about 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal 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:

(4S,5R,4'S)-5-(Bis-benzylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] (176214-55-4) → 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal (168975-26-6)

Guidance literature:

With lithium aluminium tetrahydride; potassium tert-butylate; Yield given. Multistep reaction; 1.) THF, DMSO, 2.) THF;

DOI:10.1016/0040-4039(96)00139-6

Reference yield:

L-arabinose dibenzyl dithioacetal (40733-11-7) → 2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal (168975-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄, CuSO₄

2: 1.) t-BuOK, 2.) LiAlH₄ / 1.) THF, DMSO, 2.) THF

With lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; copper(II) sulfate;

DOI:10.1016/0040-4039(96)00139-6

Reference yield: 68.0%

2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal (168975-26-6) + 4-nitro-benzoic acid (62-23-7) → 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (176214-59-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00139-6

upstream raw materials:

(4S,5R,4'S)-5-(Bis-benzylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]

L-arabinose dibenzyl dithioacetal

Downstream raw materials:

4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Benzoic acid (1S,2S)-1-(2,2-bis-benzylsulfanyl-ethyl)-2,3-dihydroxy-propyl ester

3,5-Di-O-benzoyl-2-deoxy-L-threo-pentose dibenzyl dithioacetal