(5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one

Base Information

• Chemical Name: (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one
• CAS No.: 1264175-87-2
• Molecular Formula: C₄₀H₆₆O₇Si₂
• Molecular Weight: 715.131
• Mol file: 1264175-87-2.mol

Synonyms:(5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one

Chemical Property of (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one

There total 13 articles about (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one 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: 16.0%

(5R,6S)-8,8-diethyl-4-ethylidene-5-methoxy-6-((E)-6-methoxyhex-2-en-2-yl)-2,2-dimethyl-3,7-dioxa-2,8-disiladecane + (S)-4-((tert-butyldiphenylsilyl)oxy)-3-methoxybutanal (330150-89-5) → (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one (1264175-87-2)

Guidance literature:

(5R,6S)-8,8-diethyl-4-ethylidene-5-methoxy-6-((E)-6-methoxyhex-2-en-2-yl)-2,2-dimethyl-3,7-dioxa-2,8-disiladecane; (S)-4-((tert-butyldiphenylsilyl)oxy)-3-methoxybutanal; With calcium hydride; In dichloromethane; at 23 ℃; for 0.5h;

With boron trifluoride diethyl etherate; at -78 ℃; for 0.333333h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol103003f

Reference yield:

(4R,5S,E)-4,10-dimethoxy-6-methyl-5-((triethylsilyl)oxy)dec-6-en-3-one (1264175-80-5) → (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one (1264175-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: calcium hydride / dichloromethane / 0.5 h / 23 °C

2.2: 0.33 h / -78 °C / Inert atmosphere

With calcium hydride; triethylamine; In dichloromethane;

DOI:10.1021/ol103003f

Reference yield:

(2R,3S,E)-N,2,8-trimethoxy-N,4-dimethyl-3-((triethylsilyl)oxy)oct-4-enamide (1264175-79-2) → (5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one (1264175-87-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: calcium hydride / dichloromethane / 0.5 h / 23 °C

3.2: 0.33 h / -78 °C / Inert atmosphere

With calcium hydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/ol103003f

upstream raw materials:

(2R,3S,E)-N,2,8-trimethoxy-N,4-dimethyl-3-((triethylsilyl)oxy)oct-4-enamide

(4R,5S,E)-4,10-dimethoxy-6-methyl-5-((triethylsilyl)oxy)dec-6-en-3-one

(S)-4-((tert-butyldiphenylsilyl)oxy)-3-methoxybutanal

(E)-ethyl 6-methoxy-2-methylhex-2-enoate

Downstream raw materials:

(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

C₃₄H₅₂O₆⁽¹⁸⁾OSi

C₃₄H₅₂O₇⁽¹⁸⁾OSi