(1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide

Base Information

• Chemical Name: (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide
• CAS No.: 128329-41-9
• Molecular Formula: C₅₁H₆₈O₄PSi₂*I
• Molecular Weight: 959.148

Synonyms:(1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide

Chemical Property of (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide

There total 3 articles about (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide 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:

(1''R,2S,2'R,5'S)-2-<<(diphenylisopropoxy)silyl>oxy>-5-iodo-2-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentane (128329-40-8) + triphenylphosphine (603-35-0) → (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide (128329-41-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 90 ℃; for 20h;

DOI:10.1021/ja00169a041

Reference yield:

(1''R,2'R,4S,5'S)-4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>-1-pentanol (128358-15-6) → (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide (128329-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / triphenylphosphine, imidazole, iodine / tetrahydrofuran; acetonitrile / 4 h / Ambient temperature

2: diisopropylethylamine / acetonitrile / 20 h / 90 °C

With 1H-imidazole; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ja00169a041

Reference yield:

Acetic acid 4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-4-(isopropoxy-diphenyl-silanyloxy)-pentyl ester (128329-39-5,128443-27-6) → (1''R,4S,2'R,5'S)-triphenyl-<4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentyl>phosphonium iodide (128329-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / lithium aluminum hydride / diethyl ether / 0.33 h / -25 °C

2: 91 percent / triphenylphosphine, imidazole, iodine / tetrahydrofuran; acetonitrile / 4 h / Ambient temperature

3: diisopropylethylamine / acetonitrile / 20 h / 90 °C

With 1H-imidazole; lithium aluminium tetrahydride; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1021/ja00169a041

upstream raw materials:

(1''R,2S,2'R,5'S)-2-<<(diphenylisopropoxy)silyl>oxy>-5-iodo-2-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>pentane

triphenylphosphine

(1''R,2'R,4S,5'S)-4-<<(diphenylisopropoxy)silyl>oxy>-4-<5'-<1''-<(tert-butyldimethylsilyl)oxy>ethyl>-2',3',4',5'-tetrahydro-5'-methylfuran-2'-yl>-1-pentanol

Acetic acid 4-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-4-(isopropoxy-diphenyl-silanyloxy)-pentyl ester

Downstream raw materials:

(4S,5S,6R)-4-[(E)-(S)-5-{(2R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-5-(isopropoxy-diphenyl-silanyloxy)-hex-1-enyl]-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxane

(E)-(S)-2-[(2R,5S)-5-((R)-1-Hydroxy-ethyl)-5-methyl-tetrahydro-furan-2-yl]-6-[(4S,5S,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxan-4-yl]-hex-5-en-2-ol

tert-Butyl-((R)-1-{(2R,5S,2'S)-5,2'-dimethyl-5'-[(4S,5S,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxan-4-ylmethyl]-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-dimethyl-silane

(E)-(S)-2-{(2R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-6-[(4S,5S,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxan-4-yl]-hex-5-en-2-ol

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