2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1170989-86-2
Molecular Formula:C₃₁H₅₁BO₆
Molecular Weight:530.553
Hs Code.:

Synonyms:2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Suppliers and Price of 2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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 2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 12 articles about 2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 78.0%

: 1170989-83-9
(3E,5S,6S,7S,8E)-3-bromo-7-ethyl-9-(4-methoxybenzyl-oxy)methyl-6-methoxymethoxy-5-methylundeca-3,8-diene

: 73183-34-3
bis(pinacol)diborane

: 1170989-86-2
2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine; In toluene; at 50 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.02.101

Reference yield:

: 1170989-60-2
(2E,4S)-4-(tert-butyldimethylsilyloxymethyl)-2-ethylhex-2-en-1-ol

: 1170989-86-2
2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

1.2: 21 h / 0 - 20 °C

2.1: acetic acid / tetrahydrofuran; water / 21.5 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.25 h / -100 - -50 °C / Inert atmosphere

4.2: 0.5 h / -100 - -78 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / Reflux

6.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 9.5 h / 20 °C

7.1: sodium periodate / water; acetone / 0.83 h / 0 - 20 °C

8.1: n-butyllithium / diethyl ether; hexane / 0.67 h / -40 °C / Inert atmosphere

8.2: 1.5 h / -78 °C / Inert atmosphere

9.1: bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine / toluene / 8 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; potassium tert-butylate; potassium phenolate; water; sodium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil; tert-butyl alcohol; 3.1: Swern oxidation / 3.2: Swern oxidation / 9.1: Miyaura vinylboronation;
DOI:10.1016/j.tet.2011.04.006

Reference yield:

: 1170989-57-7
ethyl (2E,4S)-4-(tert-butyldimethylsilyloxy)methyl-2-ethyl-hex-2-enoate

: 1170989-86-2
2-[(3Z,5S,6S,7S,8E)-7-ethyl-9-(4-methoxybenzyloxy)-methyl-6-methoxymethoxy-5-methylundeca-3,8-dien-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 10 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere

1.2: 3.5 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

2.2: 21 h / 0 - 20 °C

3.1: acetic acid / tetrahydrofuran; water / 21.5 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 - 20 °C / Inert atmosphere

5.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.25 h / -100 - -50 °C / Inert atmosphere

5.2: 0.5 h / -100 - -78 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / Reflux

7.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 9.5 h / 20 °C

8.1: sodium periodate / water; acetone / 0.83 h / 0 - 20 °C

9.1: n-butyllithium / diethyl ether; hexane / 0.67 h / -40 °C / Inert atmosphere

9.2: 1.5 h / -78 °C / Inert atmosphere

10.1: bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine / toluene / 8 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; potassium tert-butylate; potassium phenolate; water; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil; tert-butyl alcohol; 4.1: Swern oxidation / 4.2: Swern oxidation / 10.1: Miyaura vinylboronation;
DOI:10.1016/j.tet.2011.04.006