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

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal
• CAS No.: 153439-75-9
• Molecular Formula: C₄₀H₄₂O₄S₂
• Molecular Weight: 650.903
• Mol file: 153439-75-9.mol

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

Chemical Property of 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal

There total 1 articles about 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal 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: 69.0%

2,3,5-tri-O-benzyl-D-ribofuranose (16838-89-4) + phenylmethanethiol (100-53-8) → 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal (153439-75-9)

Guidance literature:

With hydrogenchloride; 1.) 0 deg C, 2 h, 2.) room temperature, 3 h;

DOI:10.1080/15257779408009484

Reference yield: 80.0%

2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal (153439-75-9) + 4-nitro-benzoic acid (62-23-7) → 2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal (161424-49-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1080/15257779408013205

Reference yield: 59.0%

benzoic acid (65-85-0,8013-63-6) + 2,3,5-tri-O-benzyl-D-ribose dibenzyldithioacetal (153439-75-9) → Benzoic acid (1S,2R,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4,4-bis-benzylsulfanyl-butyl ester (158814-04-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1080/15257779408009484

upstream raw materials:

2,3,5-tri-O-benzyl-D-ribofuranose

phenylmethanethiol

Downstream raw materials:

Benzoic acid (1S,2R,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4,4-bis-benzylsulfanyl-butyl ester

2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal

2,3,5-tri-O-benzyl-L-lyxose dibenzyldithioacetal

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

Refernces

• 1、 Secrist III,Parker,Tiwari,Messini,Shaddix,Rose,Bennett Jr.,Montgomery. "The synthesis and biological activity of certain 4'-thionucleosides". . p. 675 - 686. Retrieved 2007/10/02.