N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

Base Information

Chemical Name:N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid
CAS No.:150053-12-6
Molecular Formula:C₃₂H₃₅NO₉Si
Molecular Weight:605.717
Hs Code.:

Synonyms:N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

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Chemical Property of N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

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Technology Process of N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

There total 17 articles about N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid 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:

: 139609-38-4
C₃₂H₃₃NO₈Si

: 150053-12-6
N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

Guidance literature:: With silica gel; In dichloromethane; at 25 ℃; for 2h;
DOI:10.1021/ja00034a068

Reference yield:

: 139609-38-4
C₃₂H₃₃NO₈Si

: 139609-39-5
(E)-2-<(9R)-7-formyl-9-<(3Z)-3-hexene-1,5-diynyl>-6-phthalimido-9-<(triethylsilyl)oxy>-1,4-dioxaspiro<4,5>dec-6-en-8-ylidene>acetic acid, methyl ester

: 150053-12-6
N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

Guidance literature:: With silica gel; In dichloromethane; at 20 ℃; for 2h; Yields of byproduct given;

Reference yield:

: 139609-33-9
(E)-2-<(5R)-5-ethynyl-4,5,6,7-tetrahydro-5-hydroxyspiro<2,1-benzisoxazole-7,2'-<1,3>dioxolan>-4-ylidene>acetic acid, methyl ester

: 150053-12-6
N-{(R)-7-Formyl-9-((Z)-hex-3-ene-1,5-diynyl)-8-[1-methoxycarbonyl-meth-(E)-ylidene]-9-triethylsilanyloxy-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-phthalamic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 1.) n-BuNH₂, Pd(PPh₃)4, 2.) CuI / 1.) benzene, 25 deg C, 15 min, 2.) benzene, 0 deg C, 2 h

3: 82 percent / Mo(CO)6, H₂O / acetonitrile / 1.5 h / 80 °C

4: 92 percent / K₂CO₃ / methanol; tetrahydrofuran / 2 h / 0 °C

5: pyridine / nitromethane / 0.5 h / 0 °C

6: silica gel / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 2,6-dimethylpyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexacarbonyl molybdenum; water; silica gel; potassium carbonate; N-butylamine; In tetrahydrofuran; methanol; nitromethane; dichloromethane; acetonitrile;