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(R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Base Information
  • Chemical Name:(R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester
  • CAS No.:851889-88-8
  • Molecular Formula:C30H45IO8
  • Molecular Weight:660.587
  • Hs Code.:
(R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Synonyms:(R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

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Chemical Property of (R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester
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Technology Process of (R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

There total 25 articles about (R)-2-[(2S,4S,5S,6S)-6-((3Z,8Z)-(2S,5S,6S,7S)-6-Hydroxy-9-iodo-2-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl 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:
Guidance literature:
Multi-step reaction with 12 steps
1.1: ozone; pyridine / methanol / -78 °C
1.2: 95 percent / dimethyl sulfide / methanol / -78 - 0 °C
2.1: diisopropylethyl amine / CH2Cl2 / 0.08 h / -78 °C
2.2: Bu2BOTf / CH2Cl2 / 0.75 h / -78 °C
2.3: 76 percent / CH2Cl2 / 1 h / -78 °C
3.1: 95 percent / SmI2 / tetrahydrofuran / 4 h / -10 °C
4.1: KOH / methanol / 20 °C
4.2: 20 percent / silica gel / methanol; hexane
5.1: PPTS / CH2Cl2
6.1: 0.47 g / RuCl2(PPh3)3 / benzene / 8 h / 20 °C
7.1: NaClO2; NaH2PO4*H20; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C
8.1: 0.44 g / benzene; methanol; hexane / 0.25 h
9.1: 83 percent / diisopropylethylamine; DMAP / CH2Cl2 / 8 h / 0 - 20 °C
10.1: H2; quinoline / Pd/CaCO3/Pb / hexane / 8 h / 760 Torr
11.1: 0.397 g / N-iodosuccinimide / acetonitrile; various solvent(s) / 3 h
12.1: TBAF; AcOH / tetrahydrofuran / 36 h / 20 °C
With pyridine; quinoline; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-iodo-succinimide; tris(triphenylphosphine)ruthenium(II) chloride; samarium diiodide; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; ozone; acetic acid; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; tert-butyl alcohol; benzene; 3.1: Evans-Tischenko reduction / 10.1: Lindlar reduction / 11.1: Kishi iododesilylation;
DOI:10.1021/ja043168j
Guidance literature:
Multi-step reaction with 10 steps
1.1: 95 percent / SmI2 / tetrahydrofuran / 4 h / -10 °C
2.1: KOH / methanol / 20 °C
2.2: 20 percent / silica gel / methanol; hexane
3.1: PPTS / CH2Cl2
4.1: 0.47 g / RuCl2(PPh3)3 / benzene / 8 h / 20 °C
5.1: NaClO2; NaH2PO4*H20; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C
6.1: 0.44 g / benzene; methanol; hexane / 0.25 h
7.1: 83 percent / diisopropylethylamine; DMAP / CH2Cl2 / 8 h / 0 - 20 °C
8.1: H2; quinoline / Pd/CaCO3/Pb / hexane / 8 h / 760 Torr
9.1: 0.397 g / N-iodosuccinimide / acetonitrile; various solvent(s) / 3 h
10.1: TBAF; AcOH / tetrahydrofuran / 36 h / 20 °C
With quinoline; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-iodo-succinimide; tris(triphenylphosphine)ruthenium(II) chloride; samarium diiodide; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; tert-butyl alcohol; benzene; 1.1: Evans-Tischenko reduction / 8.1: Lindlar reduction / 9.1: Kishi iododesilylation;
DOI:10.1021/ja043168j
Guidance literature:
Multi-step reaction with 9 steps
1.1: KOH / methanol / 20 °C
1.2: 20 percent / silica gel / methanol; hexane
2.1: PPTS / CH2Cl2
3.1: 0.47 g / RuCl2(PPh3)3 / benzene / 8 h / 20 °C
4.1: NaClO2; NaH2PO4*H20; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C
5.1: 0.44 g / benzene; methanol; hexane / 0.25 h
6.1: 83 percent / diisopropylethylamine; DMAP / CH2Cl2 / 8 h / 0 - 20 °C
7.1: H2; quinoline / Pd/CaCO3/Pb / hexane / 8 h / 760 Torr
8.1: 0.397 g / N-iodosuccinimide / acetonitrile; various solvent(s) / 3 h
9.1: TBAF; AcOH / tetrahydrofuran / 36 h / 20 °C
With quinoline; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-iodo-succinimide; tris(triphenylphosphine)ruthenium(II) chloride; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; tert-butyl alcohol; benzene; 7.1: Lindlar reduction / 8.1: Kishi iododesilylation;
DOI:10.1021/ja043168j
upstream raw materials:

(2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z)-11-(tert-butyldimethylsilanyloxy)-14-iodo-3,5-[(S)-4-methoxybenzilidenedioxy]-7-methoxymethoxy-2,4,10,12-tetramethylpentadeca-8,13-dienoic acid methyl ester

(3E,5S,6S,7R)-6,8-[(R)-4-methoxy-benzylidenedioxy]-4,5,7-trimethyl-oct-3-enoic acid methyl ester

(R)-2-[(2S,4S,5S,6S)-6-[(Z)-(2S,5S,6R,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-5,7-dimethyl-9-trimethylsilanyl-dec-8-en-3-ynyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionaldehyde

(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Downstream raw materials:

(2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z)-14-iodo-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-2,4,10,12-tetramethylpentadeca-8,13-dienoic acid methyl ester

2-[6-[12-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-14-triethylsilanyloxy-nonadeca-3,8,16,18-tetraenyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

2-[6-[14-carbamoyloxy-12-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

(2R,3S,4S,5S,7S,8Z,10S,11S,12S,13Z,16S,17R,18S,19S,20S,21Z)-19-hydroxy-3,5-[(S)-4-methoxybenzilidenedioxy]-7,11-bis-methoxymethoxy-17-(4-methoxyphenoxyphenoxy)-2,4,10,12,14,16,18,20-octamethyltetracosa-8,13,21,23-tetraenoic acid methyl ester

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