benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

Base Information

Chemical Name:benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside
CAS No.:119769-47-0
Molecular Formula:C₃₁H₃₉IO₁₀
Molecular Weight:698.549
Hs Code.:

Synonyms:benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Chemical Property of benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Technology Process of benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

There total 5 articles about benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-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:

: 106988-75-4,119903-96-7,134355-02-5
1,5-anhydro-2,6-dideoxy-3-O-(4-methoxybenzyl)-L-lyxo-hex-1-enitol

: 119769-47-0
benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / N-iodosuccinimide / acetonitrile / 12 h

2: 89 percent / tri-n-butyltin hydride, α,α'-azobisisobutyronitrile / benzene / 1 h / Heating

3: 1.) bis(tri-n-butyltin) oxide, 2.) N-iodosuccinimide / 1.) benzene, reflux, 150 min, 2.) acetonitrile, RT, in the derk, 3 d

With N-iodo-succinimide; azobisisobutyronitrile; tri-n-butyl-tin hydride; bis(tri-n-butyltin)oxide; In acetonitrile; benzene;
DOI:10.1021/jo00269a048

Reference yield:

: 119746-63-3
benzyl 3-O-(4-methoxybenzyl)-2,6-dideoxy-2-iodo-α-L-talopyranoside

: 119769-47-0
benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / tri-n-butyltin hydride, α,α'-azobisisobutyronitrile / benzene / 1 h / Heating

2: 1.) bis(tri-n-butyltin) oxide, 2.) N-iodosuccinimide / 1.) benzene, reflux, 150 min, 2.) acetonitrile, RT, in the derk, 3 d

With N-iodo-succinimide; azobisisobutyronitrile; tri-n-butyl-tin hydride; bis(tri-n-butyltin)oxide; In benzene;
DOI:10.1021/jo00269a048

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 119769-47-0
benzyl 4-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-O-(4-methoxybenzyl)-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium bromide / 1.) benzene, reflux, 1 d, 2.) reflux, 24 h

2: 67 percent / N-iodosuccinimide / acetonitrile / 12 h

3: 89 percent / tri-n-butyltin hydride, α,α'-azobisisobutyronitrile / benzene / 1 h / Heating

4: 1.) bis(tri-n-butyltin) oxide, 2.) N-iodosuccinimide / 1.) benzene, reflux, 150 min, 2.) acetonitrile, RT, in the derk, 3 d

With N-iodo-succinimide; azobisisobutyronitrile; tetrabutylammomium bromide; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; bis(tri-n-butyltin)oxide; In acetonitrile; benzene;
DOI:10.1021/jo00269a048