(5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

Base Information

• Chemical Name: (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane
• CAS No.: 1257329-32-0
• Molecular Formula: C₄₅H₈₅IO₅Si₃
• Molecular Weight: 917.328

Synonyms:(5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

Chemical Property of (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

There total 13 articles about (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane 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: 100.0%

(5R,6S,8S,11R,12R,13S,14S)-5-[(S)-but-3-yn-2-yl]-11-[(tert-butyldimethylsilanyl)oxy]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane → (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane (1257329-32-0)

Guidance literature:

(5R,6S,8S,11R,12R,13S,14S)-5-[(S)-but-3-yn-2-yl]-11-[(tert-butyldimethylsilanyl)oxy]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 1.08333h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201001018

Reference yield:

(2R,4S)-5-(benzyloxy)-2,4-dimethylpentan-1-ol (169105-67-3) → (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane (1257329-32-0)

Guidance literature:

Multi-step reaction with 12 steps

1.1: pyridine; Dess-Martin periodane / dichloromethane / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

3.2: 1.08 h / -78 - 0 °C / Inert atmosphere

4.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II) / isopropyl alcohol / 5 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / Inert atmosphere

6.1: Wilkinson's catalyst; hydrogen / benzene / 3000.3 Torr

7.1: 2,6-dimethylpyridine / dichloromethane / Inert atmosphere

8.1: hydrogen / ethanol

9.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / Inert atmosphere

10.1: diethylzinc; palladium diacetate; triphenylphosphine / tetrahydrofuran; hexane / -78 - -20 °C / Inert atmosphere

11.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -20 °C / Inert atmosphere

12.1: n-butyllithium / hexane / 1 h / -50 °C / Inert atmosphere

12.2: 1 h / -50 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; Wilkinson's catalyst; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); n-butyllithium; tetrapropylammonium perruthennate; hydrogen; diethylzinc; palladium diacetate; diisobutylaluminium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; isopropyl alcohol; benzene; 1.1: Dess-Martin oxidation / 2.1: Shioiri alkynylation / 2.2: Shioiri alkynylation / 10.1: Marshall-Tamaru addition;

DOI:10.1002/ejoc.201100244

Reference yield:

(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide (922523-34-0) → (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane (1257329-32-0)

Guidance literature:

Multi-step reaction with 15 steps

1.1: ammonia borane / tetrahydrofuran / Inert atmosphere

2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / Inert atmosphere

3.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0 °C / Inert atmosphere

4.1: pyridine; Dess-Martin periodane / dichloromethane / Inert atmosphere

5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

6.2: 1.08 h / -78 - 0 °C / Inert atmosphere

7.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II) / isopropyl alcohol / 5 h / 20 °C / Inert atmosphere

8.1: diisobutylaluminium hydride / dichloromethane / Inert atmosphere

9.1: Wilkinson's catalyst; hydrogen / benzene / 3000.3 Torr

10.1: 2,6-dimethylpyridine / dichloromethane / Inert atmosphere

11.1: hydrogen / ethanol

12.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / Inert atmosphere

13.1: diethylzinc; palladium diacetate; triphenylphosphine / tetrahydrofuran; hexane / -78 - -20 °C / Inert atmosphere

14.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -20 °C / Inert atmosphere

15.1: n-butyllithium / hexane / 1 h / -50 °C / Inert atmosphere

15.2: 1 h / -50 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; Wilkinson's catalyst; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); n-butyllithium; ammonium cerium (IV) nitrate; tetrapropylammonium perruthennate; ammonia borane; water; hydrogen; diethylzinc; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; isopropyl alcohol; acetonitrile; benzene; 4.1: Dess-Martin oxidation / 5.1: Shioiri alkynylation / 5.2: Shioiri alkynylation / 13.1: Marshall-Tamaru addition;

DOI:10.1002/ejoc.201100244

upstream raw materials:

(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

({[(2S,4R)-2,4-dimethylhex-5-yn-1-yl]oxy}methyl)benzene

(2S,4S,7R,8R,9S,10S)-7,11-bis(tert-butyldimethylsilanyloxy)-9-(4-methoxybenzyloxy)-2,4,8,10-tetramethylundecanal

(3S,4R,5S,7S,10R,11R,12S,13S)-10,14-bis(tert-butyldimethylsilanyloxy)-12-(4-methoxybenzyloxy)-3,5,7,11,13-pentamethyltetradec-1-yn-4-ol

Downstream raw materials:

(5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S,Z)-4-iodobut-3-en-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

(2S,3S,4R,5R,8S,10S,11R,12S,Z)-5,11-bis(tert-butyldimethylsilyloxy)-14-iodo-3-(4-methoxybenzyloxy)-2,4,8,10,12-pentamethyltetradec-13-en-1-ol

(2R,3R,4R,5R,8S,10S,11R,12S,Z)-5,11-bis(tert-butyldimethylsilyloxy)-14-iodo-3-(4-methoxybenzyloxy)-2,4,8,10,12-pentamethyltetradec-13-en-1-al

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1257329-32-0 (5R,6S,8S,11R,12R,13S,14S)-11-(tert-butyldimethylsilyloxy)-5-[(S)-4-iodobut-3-yn-2-yl]-13-[(4-methoxybenzyl)oxy]-2,2,3,3,6,8,12,14,17,17,18,18-dodecamethyl-4,16-dioxa-3,17-disilanonadecane

Send

Send

Metric Ton KG G Pound L ML

Send

Send