3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

Base Information

Chemical Name:3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol
CAS No.:352535-59-2
Molecular Formula:C₄₁H₄₈O₂₁
Molecular Weight:876.82
Hs Code.:

Synonyms:3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

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Chemical Property of 3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

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Technology Process of 3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

There total 3 articles about 3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol 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: 45.0%

: 53279-79-1
(3,5-diiodophenyl)methanol

: 34272-02-1
1-O-propargyl 2,3,4,6-tetra-O-acetyl-β-D-glucose

: 352535-59-2
3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

Guidance literature:: With triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In triethylamine; N,N-dimethyl-formamide; at 60 ℃; for 30h;
DOI:10.1016/S0008-6215(01)00085-4

Reference yield:

: 19094-48-5
3,5-diiodobenzoic acid

: 352535-59-2
3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

Guidance literature:: Multi-step reaction with 3 steps

1: H₂SO₄

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: 45 percent / PPh₃ / Pd(dba)2 / dimethylformamide; triethylamine / 30 h / 60 °C

With lithium aluminium tetrahydride; sulfuric acid; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide; 3: Sonogashira reaction;
DOI:10.1016/S0008-6215(01)00085-4

Reference yield:

: 14266-19-4
3,5‐diiodobenzoic acid methyl ester

: 352535-59-2
3,5-bis[1'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)prop-3'-ynyl]benzyl alcohol

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 0 °C

2: 45 percent / PPh₃ / Pd(dba)2 / dimethylformamide; triethylamine / 30 h / 60 °C

With lithium aluminium tetrahydride; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide; 2: Sonogashira reaction;
DOI:10.1016/S0008-6215(01)00085-4