2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal
• CAS No.: 385374-39-0
• Molecular Formula: C₄₁H₄₄O₆S₃
• Molecular Weight: 728.995
• Mol file: 385374-39-0.mol

Synonyms:2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal

Chemical Property of 2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of 2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal

There total 1 articles about 2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose 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:

methanesulfonyl chloride (124-63-0) + 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal (153439-75-9) → 2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal (385374-39-0)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1081/NCN-100105900

Reference yield: 54.0%

2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal (385374-39-0) + 2,4-di-O-trimethylsilylthymine (68027-40-7) → (1R,2S,3R,4R)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester (1198761-02-2) + (1R,2S,3R,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester (1198761-03-3)

Guidance literature:

With iodine; In tetrahydrofuran; dichloromethane; at 20 ℃; optical yield given as %de;

DOI:10.1021/ja905452f

Reference yield:

2,3,5-tri-O-benzyl-4-O-methanesulfonyl-D-ribose dibenzyl dithioacetal (385374-39-0) → benzyl 2,3,5-tri-O-benzyl-1,4-dithio-L-lyxofuranoside (153541-51-6)

Guidance literature:

With pyridine; tetra-(n-butyl)ammonium iodide; barium carbonate; at 110 ℃; for 2h;

DOI:10.1081/NCN-100105900

upstream raw materials:

methanesulfonyl chloride

2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal

Downstream raw materials:

benzyl 2,3,5-tri-O-benzyl-1,4-dithio-L-lyxofuranoside

(1R,2S,3R,4R)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester

(1R,2S,3R,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester