ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Base Information

Chemical Name:ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside
CAS No.:904300-35-2
Molecular Formula:C₆₅H₇₂O₁₀SSi
Molecular Weight:1073.43
Hs Code.:

Synonyms:ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

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Chemical Property of ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

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Technology Process of ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

There total 6 articles about ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside 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: 94.0%

: 904300-34-1
(2R,3S,4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethylsulfanyl-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-ol

: 98-88-4
benzoyl chloride

: 904300-35-2
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Guidance literature:: In pyridine;
DOI:10.1016/j.carres.2006.03.015

Reference yield:

: tert-Butyl-((3aS,4R,6S,7aS)-4-ethylsulfanyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy)-diphenyl-silane

: 904300-35-2
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 140 mg / aq. TFA / acetic acid / 2 h / 0 °C

2: 54 percent / Et₄NBr; 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 36 h / 20 °C

3: 94 percent / pyridine

With 4 A molecular sieve; tetraethylammonium bromide; trifluoroacetic acid; In pyridine; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.03.015

Reference yield:

: 904300-32-9
ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

: 904300-35-2
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / Et₄NBr; 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 36 h / 20 °C

2: 94 percent / pyridine

With 4 A molecular sieve; tetraethylammonium bromide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.03.015