(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Base Information

Chemical Name:(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile
CAS No.:863222-48-4
Molecular Formula:C₃₈H₅₅NO₆Si₂
Molecular Weight:678.029
Hs Code.:

(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Synonyms:(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Suppliers and Price of (3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

There total 7 articles about (3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile 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: 74.0%

: 863222-63-3
(2E,2'R,3'S,4'Z,6'R,7'S)-3-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-4-(tert-butyldimethylsilyloxy)-2-butenal

: 7677-24-9
trimethylsilyl cyanide

: 863222-48-4
(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Guidance literature:: With trimethylaluminum; In hexane; benzene; at 25 ℃; for 1h;
DOI:10.1016/j.tet.2005.05.073

Reference yield:

: 863222-50-8
(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-2,3,6,7-tetrahydrooxepin-3-ol

: 863222-48-4
(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / PMe₃ / tetrahydrofuran; CH₂Cl₂ / 0.5 h / 24 °C

2: 94 percent / DIBAH / CH₂Cl₂; hexane / 1 h / -78 °C

3: 84 percent / TPAP; NMO; 4 Angstroem molecular sieves / dimethylsulfoxide / 1.5 h / 23 °C

4: 74 percent / Me₃Al / benzene; hexane / 1 h / 25 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; trimethylaluminum; diisobutylaluminium hydride; trimethylphosphane; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; benzene; 1: hetero-Michael addition;
DOI:10.1016/j.tet.2005.05.073

Reference yield:

: 863222-60-0
(2R,3S,4Z,6R,7S)-{6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin-2-yl}ethanal

: 863222-48-4
(3E,2'R,3'S,4'Z,6'R,7'S)-4-{(2'-allyl-6'-benzyloxy-7'-benzyloxymethyl-2',3',6',7'-tetrahydrooxepin-3'-yl)oxy}-5-(tert-butyldimethylsilyloxy)-2-(trimethylsilyloxy)pent-3-enenitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaHMDS / tetrahydrofuran / 1 h / 20 °C

1.2: 100 percent / tetrahydrofuran / -78 - 22 °C

2.1: 92 percent / DDQ / CH₂Cl₂; H₂O / 3 h / 0 °C / pH 7

3.1: 98 percent / PMe₃ / tetrahydrofuran; CH₂Cl₂ / 0.5 h / 24 °C

4.1: 94 percent / DIBAH / CH₂Cl₂; hexane / 1 h / -78 °C

5.1: 84 percent / TPAP; NMO; 4 Angstroem molecular sieves / dimethylsulfoxide / 1.5 h / 23 °C

6.1: 74 percent / Me₃Al / benzene; hexane / 1 h / 25 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; trimethylaluminum; sodium hexamethyldisilazane; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trimethylphosphane; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; benzene; 1.2: Wittig reaction / 3.1: hetero-Michael addition;
DOI:10.1016/j.tet.2005.05.073