methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

Base Information

Chemical Name:methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside
CAS No.:237406-94-9
Molecular Formula:C₂₀H₁₉N₃O₅S
Molecular Weight:413.454
Hs Code.:

Synonyms:methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

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Chemical Property of methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

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Technology Process of methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

There total 3 articles about methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside 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: 54.0%

: 98-88-4
benzoyl chloride

: (2R,3S,4S)-4-Azido-2-hydroxymethyl-5-methoxy-tetrahydro-thiophen-3-ol

: 237406-94-9
methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

Guidance literature:: DOI:10.1080/15257779908041569

Reference yield:

: 237406-93-8
3-azido-3-deoxy-5,6-di-O,S-acetyl-1,2-O-isopropylidene-5-thio-α-D-gluco-pentofuranose

: 237406-94-9
methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: TFA / H₂O

2.1: NaIO₄

2.2: HCl

3.1: 54 percent

With sodium periodate; trifluoroacetic acid; In water; 1.1: Hydrolysis / 2.1: Oxidation / 2.2: Etherification / 3.1: Esterification;
DOI:10.1080/15257779908041569

Reference yield:

: Acetic acid (R)-2-acetylsulfanyl-2-((2S,3R,4R,5S)-3-azido-4,5-dihydroxy-tetrahydro-furan-2-yl)-ethyl ester

: 237406-94-9
methyl 2-azido-2-deoxy-3,5-di-O-benzoyl-4-thio-α,β-D-arabino-pentofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaIO₄

1.2: HCl

2.1: 54 percent

With sodium periodate; 1.1: Oxidation / 1.2: Etherification / 2.1: Esterification;
DOI:10.1080/15257779908041569