(E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

Base Information

• Chemical Name: (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate
• CAS No.: 138175-72-1
• Molecular Formula: C₂₇H₃₈O₇S₂Si
• Molecular Weight: 566.812
• Mol file: 138175-72-1.mol

Synonyms:

Chemical Property of (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

There total 13 articles about (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate 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: 13.0%

3-diethylphosphono-2-oxo-tetrahydrofuran (2907-85-9) + (E)-methyl 2-<<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>(formyl)ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate (145745-81-9) → (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate (138175-72-1) + (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(Z)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate (138175-87-8)

Guidance literature:

With diisopropylamine; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1039/P19920002735

Reference yield:

2-(2,2-dimethoxyethyl)1,3-dithiane (56169-20-1) → (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate (138175-72-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) N,N,N',N'-tetramethylethylenediamine, butyllithium / 1) THF, hexane, -30 deg C, 90 min, 2) THF, -78 deg C, 5 min

2: 1) KH / 1) THF, room temperature, 1 h, 2) THF, a) 0 deg C, 20 min, b) room temperature, 10 min

3: 85 percent / 40percent aq. HF, pyridine / acetonitrile / 1) room temperature, 10 h, 2) 35 deg C, 24 h

4: 1) DMSO, oxalyl dichloride, 2b) triethylamine / 1) THF, -35 deg C, 20 min, 2) -78 deg C to room temperature

5: 34 percent / LiCl, diisopropylamine / dimethylformamide

With pyridine; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; potassium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; lithium chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/P19920002735

Reference yield:

(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate (145745-77-3) → (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate (138175-72-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) KH / 1) THF, room temperature, 1 h, 2) THF, a) 0 deg C, 20 min, b) room temperature, 10 min

2: 85 percent / 40percent aq. HF, pyridine / acetonitrile / 1) room temperature, 10 h, 2) 35 deg C, 24 h

3: 1) DMSO, oxalyl dichloride, 2b) triethylamine / 1) THF, -35 deg C, 20 min, 2) -78 deg C to room temperature

4: 34 percent / LiCl, diisopropylamine / dimethylformamide

With pyridine; oxalyl dichloride; hydrogen fluoride; potassium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; lithium chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/P19920002735

upstream raw materials:

3-diethylphosphono-2-oxo-tetrahydrofuran

(E)-methyl 2-<<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>(formyl)ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

2-(2,2-dimethoxyethyl)1,3-dithiane

(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

Downstream raw materials:

(1R*,3aS*,4S*,8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate

(1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate