Carbamic acid, bis(1-methylethyl)-, (1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-7-ynyl ester

Base Information

Chemical Name:Carbamic acid, bis(1-methylethyl)-, (1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-7-ynyl ester
CAS No.:847574-31-6
Molecular Formula:C42H75NO6Si2
Molecular Weight:746.232
Hs Code.:

Carbamic acid, bis(1-methylethyl)-,
(1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil
yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-7-ynyl ester

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Chemical Property of Carbamic acid, bis(1-methylethyl)-, (1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-7-ynyl ester

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Technology Process of Carbamic acid, bis(1-methylethyl)-, (1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-7-ynyl ester

There total 9 articles about Carbamic acid, bis(1-methylethyl)-, (1Z,3S,4S,5R,6R)-4-hydroxy-3-methyl-10-(phenylmethoxy)-6-[(triethylsil yl)oxy]-5-[2-[[tris(1-methylethyl)silyl]oxy]ethyl]-1-decen-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: 45.0%

: 81555-24-0
(E)-but-2-enyl N,N-diisopropylcarbamate

: (+/-)-(2R,3S)-7-benzyloxy-3-[(triethylsilyl)oxy]-2-{2-[(triisopropylsilyl)oxy]ethyl}hept-4-ynal

: 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

Guidance literature:: (E)-but-2-enyl N,N-diisopropylcarbamate; With n-butyllithium; (-)-sparteine; In hexane; cyclohexane; pentane; at -78 ℃; for 3h;

With titanium(IV) isopropylate; In hexane; cyclohexane; pentane; at -78 ℃; for 0.333333h;

(+/-)-(2R,3S)-7-benzyloxy-3-[(triethylsilyl)oxy]-2-{2-[(triisopropylsilyl)oxy]ethyl}hept-4-ynal; In hexane; cyclohexane; pentane; at -78 ℃; for 0.5h;
DOI:10.1055/s-2004-834913

Reference yield: 30.0%

: 81555-24-0
(E)-but-2-enyl N,N-diisopropylcarbamate

: (+/-)-(2R,3S)-7-benzyloxy-3-[(triethylsilyl)oxy]-2-{2-[(triisopropylsilyl)oxy]ethyl}hept-4-ynal

: 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

: 847574-32-7
(9Z,5S,6S,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

Guidance literature:: (E)-but-2-enyl N,N-diisopropylcarbamate; With n-butyllithium; (-)-sparteine; In hexane; cyclohexane; pentane; at -78 ℃; for 3h;

With titanium(IV) isopropylate; In hexane; cyclohexane; pentane; at -78 ℃; for 0.333333h;

(+/-)-(2R,3S)-7-benzyloxy-3-[(triethylsilyl)oxy]-2-{2-[(triisopropylsilyl)oxy]ethyl}hept-4-ynal; In hexane; cyclohexane; pentane; at -78 ℃; for 2h;
DOI:10.1055/s-2004-834913

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With 2,6-dimethylpyridine; n-butyllithium; 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