Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

Base Information

Chemical Name:Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid
CAS No.:128626-00-6
Molecular Formula:C₂₃H₂₈O₇S
Molecular Weight:448.537
Hs Code.:

Synonyms:Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

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Chemical Property of Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

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Technology Process of Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

There total 3 articles about Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid 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: 99.0%

: 74911-93-6
phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-α-D-mannofuranoside

: 98-59-9
p-toluenesulfonyl chloride

: 128626-00-6
Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

Guidance literature:: In pyridine; chloroform; at -20 ℃; for 18h;
DOI:10.1002/hlca.19890720813

Reference yield:

: 28978-37-2
1-O-benzyl-2,3-O-isopropylidene-5,6-di-O-mesyl-α-D-mannofuranose

: 128626-00-6
Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaI / butan-2-one / 12 h / Heating

2: 1.) 9-BBN; 2.) 3N NaOH, H₂O₂ / 1.) THF, 2.5 h, r.t.; 2.) H₂O, 1 h, r.t.

3: 99 percent / pyridine; CHCl₃ / 18 h / -20 °C

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; sodium iodide; In pyridine; chloroform; butanone;
DOI:10.1002/hlca.19890720813

Reference yield:

: 74911-90-3
phenylmethyl-2,3-O-(1-methylethylidene)-5,6-didehydro-5,6-dideoxy-α-D-mannofuranoside

: 128626-00-6
Benzyl 5-Deoxy-2,3-O-isopropyliden-6-O-(p-toluolsulfonyl)-α-D-mannofuranosid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 9-BBN; 2.) 3N NaOH, H₂O₂ / 1.) THF, 2.5 h, r.t.; 2.) H₂O, 1 h, r.t.

2: 99 percent / pyridine; CHCl₃ / 18 h / -20 °C

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In pyridine; chloroform;
DOI:10.1002/hlca.19890720813