Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

Base Information

Chemical Name:Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester
CAS No.:847574-48-5
Molecular Formula:C₃₆H₆₁NO₆Si
Molecular Weight:631.969
Hs Code.:

Synonyms:Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

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Chemical Property of Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

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Technology Process of Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

There total 9 articles about Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl 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:

Reference yield: 71.0%

: 847574-31-6
(9Z,5R,6R,7S,8S)-1-benzyloxy-10-[(N,N-diisopropylcarbamoyl)oxy]-7-hydroxy-8-methyl-5-[(triethylsilyl)oxy]-6-{2-[(triisopropyl)oxy]ethyl}dec-9-ene-3-yne

: 847574-48-5
Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

Guidance literature:: With Amberlyst 15; In methanol; at 20 ℃; for 0.25h;
DOI:10.1055/s-2004-834913

Reference yield:

: 22273-77-4
((but-3-yn-1-yloxy)methyl)benzene

: 847574-48-5
Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 85 percent / tetrahydrofuran; hexane / 5 h / 20 °C

2.1: 67 percent / IBX / dimethylsulfoxide / 4 h / 20 °C

3.1: TMEDA; n-BuLi / diethyl ether; hexane / 1 h / -78 °C

3.2: Ti(O-i-Pr)4 / diethyl ether; hexane / 0.75 h / -78 °C

3.3: 83 percent / diethyl ether; hexane / 3 h / -78 °C

4.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

5.1: 100 percent / ozone / hexane; methanol / -78 °C

6.1: n-BuLi; (-)-sparteine / pentane; cyclohexane; hexane / 3 h / -78 °C

6.2: Ti(O-i-Pr)4 / pentane; cyclohexane; hexane / 0.33 h / -78 °C

6.3: 45 percent / pentane; cyclohexane; hexane / 0.5 h / -78 °C

7.1: 71 percent / Amberlyst 15 / methanol / 0.25 h / 20 °C

With 2,6-dimethylpyridine; n-butyllithium; Amberlyst 15; N,N,N,N,-tetramethylethylenediamine; ozone; (-)-sparteine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; dimethyl sulfoxide; pentane;
DOI:10.1055/s-2004-834913

Reference yield:

: 100-39-0
benzyl bromide

: 847574-48-5
Diisopropyl-carbamic acid (Z)-(3S,4S,5R,6R)-10-benzyloxy-4,6-dihydroxy-3-methyl-5-(2-triisopropylsilanyloxy-ethyl)-dec-1-en-7-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C

1.2: 94 percent / NaI / tetrahydrofuran; diethyl ether / 8 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: 85 percent / tetrahydrofuran; hexane / 5 h / 20 °C

3.1: 67 percent / IBX / dimethylsulfoxide / 4 h / 20 °C

4.1: TMEDA; n-BuLi / diethyl ether; hexane / 1 h / -78 °C

4.2: Ti(O-i-Pr)4 / diethyl ether; hexane / 0.75 h / -78 °C

4.3: 83 percent / diethyl ether; hexane / 3 h / -78 °C

5.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

6.1: 100 percent / ozone / hexane; methanol / -78 °C

7.1: n-BuLi; (-)-sparteine / pentane; cyclohexane; hexane / 3 h / -78 °C

7.2: Ti(O-i-Pr)4 / pentane; cyclohexane; hexane / 0.33 h / -78 °C

7.3: 45 percent / pentane; cyclohexane; hexane / 0.5 h / -78 °C

8.1: 71 percent / Amberlyst 15 / methanol / 0.25 h / 20 °C

With 2,6-dimethylpyridine; n-butyllithium; Amberlyst 15; N,N,N,N,-tetramethylethylenediamine; sodium hydride; ozone; (-)-sparteine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; dimethyl sulfoxide; pentane;
DOI:10.1055/s-2004-834913