(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran
CAS No.:154092-16-7
Molecular Formula:C₃₂H₃₆FIO₈
Molecular Weight:694.536
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

There total 7 articles about (2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran 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:

: 137897-35-9
(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

: 154092-16-7
(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: ClPO₃Et₂, LDA / tetrahydrofuran / 6 h / -78 °C

2: 1.) Bu₃SnH, AIBN; 2.) I₂ / 1.) toluene, reflux, 24 h; 2.) Et₂O, reflux

With 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; diethyl chlorophosphate; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)79286-0

Reference yield:

: 137915-48-1
methyl 2,3,4,-tri-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 154092-16-7
(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂

2: ClPO₃Et₂, LDA / tetrahydrofuran / 6 h / -78 °C

3: 1.) Bu₃SnH, AIBN; 2.) I₂ / 1.) toluene, reflux, 24 h; 2.) Et₂O, reflux

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; diethyl chlorophosphate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)79286-0

Reference yield:

: 137897-37-1
methyl 2,3,4-tri-O-(p-methoxyphenylmethyl)-6-O-trimethylphenyl-1-α-D-glucopyranoside

: 154092-16-7
(2R,3R,4S,5R,6S)-2-((E)-2-Fluoro-2-iodo-vinyl)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: cc H₂SO₄, MeOH

2: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂

3: ClPO₃Et₂, LDA / tetrahydrofuran / 6 h / -78 °C

4: 1.) Bu₃SnH, AIBN; 2.) I₂ / 1.) toluene, reflux, 24 h; 2.) Et₂O, reflux

With methanol; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); sulfuric acid; iodine; tri-n-butyl-tin hydride; diethyl chlorophosphate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)79286-0