(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate

Base Information

• Chemical Name: (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate
• CAS No.: 1132970-12-7
• Molecular Formula: C₄₈H₇₂O₈Si
• Molecular Weight: 805.18
• Mol file: 1132970-12-7.mol

Synonyms:(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate

Chemical Property of (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate

There total 29 articles about (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate 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: 91.0%

methyl (2Z,4E,6R,7S,8S,10E,12E,14S)-14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,14-dimethoxy-4,6,8,10-tetramethyl-7-(triethylsilyloxy)tetradeca-2,4,10,12-tetraenoate (1132969-97-1) → (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate (1132970-12-7)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 7.16667h; Inert atmosphere;

DOI:10.1002/anie.200804645

Reference yield: 91.0%

(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,14-dimethoxy-4,6,8,10-tetramethyl-7-(triethylsilyloxy)tetradeca-2,4,10,12-tetraenoate → (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate (1132970-12-7)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201102797

Reference yield: 68.0%

(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-(formyloxy)-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate (1132970-13-8) → methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate (1132969-98-2) + (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate (1132970-12-7)

Guidance literature:

(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-(formyloxy)-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate; In methanol; at 20 ℃; Inert atmosphere;

With potassium carbonate; In methanol; Inert atmosphere;

DOI:10.1002/chem.201102797

upstream raw materials:

methyl (2Z,4E,6R,7S,8S,10E,12E,14S)-14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,14-dimethoxy-4,6,8,10-tetramethyl-7-(triethylsilyloxy)tetradeca-2,4,10,12-tetraenoate

(2S,4E)-2,4-dimethyl-5-iodo-4-pentenal

C₄₁H₅₈INO₅SSi

(2R,3S,4S,E)-7-iodo-2,4,6-trimethyl-3-(triethylsilyloxy)hept-6-en-1-ol

Downstream raw materials:

(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-(formyloxy)-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate

methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate

(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-((2S,3R,4S,5S)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-4-methylhexan-2-yl)-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one

(2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-methyl 19-(tert-butyldiphenylsilyloxy)-7-(formyloxy)-15,17-dihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate