ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

Base Information

Chemical Name:ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid
CAS No.:725228-65-9
Molecular Formula:C₂₉H₃₂O₆S
Molecular Weight:508.635
Hs Code.:

Synonyms:ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

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Chemical Property of ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

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Technology Process of ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

There total 4 articles about ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid 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: 88.0%

: 39483-51-7,119645-03-3,128850-50-0,126461-54-9
ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 725228-65-9
ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 20 ℃; for 0.75h;
DOI:10.1021/ol049380+

Reference yield:

: (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-carbaldehyde

: 725228-65-9
ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1016/0008-6215(95)00231-X

Reference yield:

: 7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3
ethyl 1-thio-β-D-glucopyranoside

: 725228-65-9
ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 3 h / 90 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

2.2: 16 h / 20 °C

2.3: 1 h

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; water / dichloromethane / 0.83 h

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; water; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.202000211