{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

Base Information

Chemical Name:{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester
CAS No.:154092-18-9
Molecular Formula:C₃₆H₄₆FO₁₁P
Molecular Weight:704.727
Hs Code.:

Synonyms:{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

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Chemical Property of {(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

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Technology Process of {(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

There total 7 articles about {(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester 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: 30.0%

: 762-04-9
phosphonic acid diethyl ester

: 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

: 154092-18-9
{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

Guidance literature:: With triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 90 ℃; for 20h; sealed tube;
DOI:10.1016/S0040-4039(00)79286-0

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 154092-18-9
{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / pyridine

2: NaH / dimethylformamide

3: cc H₂SO₄, MeOH

4: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂

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

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

7: 30 percent / Et₃N / PdCl₂(PPh₃)2 / 20 h / 90 °C / sealed tube

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

Reference yield:

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

: 154092-18-9
{(E)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 30 percent / Et₃N / PdCl₂(PPh₃)2 / 20 h / 90 °C / sealed tube

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