Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester
CAS No.:175655-95-5
Molecular Formula:C₃₂H₃₁N₃O₆S
Molecular Weight:585.681
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

There total 3 articles about Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester 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: 90.0%

: 98-59-9
p-toluenesulfonyl chloride

: 175655-94-4
methyl 3-azido-3-deoxy-5-O-triphenylmethyl-β-D-xylofuranoside

: 175655-95-5
Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; for 72h; Ambient temperature;
DOI:10.1021/jo951983z

Reference yield:

: 50908-04-8
(-)-Methyl-5-O-trityl-β-D-ribofuranosid

: 175655-95-5
Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / triethylamine, thionyl chloride / tetrahydrofuran / 0.75 h / -25 °C

2: 80 percent / sodium azide / hexamethylphosphoric acid triamide / 15 h / 100 °C

3: 90 percent / pyridine / 72 h / Ambient temperature

With pyridine; thionyl chloride; sodium azide; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo951983z

Reference yield:

: 923600-35-5
methyl 2,3-O-sulfinyl-5-O-triphenylmethyl-β-D-ribofuranoside

: 175655-95-5
Toluene-4-sulfonic acid (2R,3R,4S,5S)-4-azido-2-methoxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / sodium azide / hexamethylphosphoric acid triamide / 15 h / 100 °C

2: 90 percent / pyridine / 72 h / Ambient temperature

With pyridine; sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo951983z