<4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone

Base Information

• Chemical Name: <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone
• CAS No.: 130733-18-5
• Molecular Formula: C₄₀H₅₈O₅Si
• Molecular Weight: 646.983

Synonyms:

Chemical Property of <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone

There total 7 articles about <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone 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:

(R)-α-<(1,3-dioxolan-2-yl)methyl>butanal (130710-60-0) → <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone (130733-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1.6 M butyl-lithium / 1.) hexane, THF, -6 to 0 deg C, 1 h, 2.) 0 deg C, 20 min

2: 65 percent / 10 percent v/v aq. hydrochloric acid / diethyl ether / 26 h / Ambient temperature

3: 1.) LDA / 1.) diethyl ether, -78 deg C, 45 min, 2.) diethyl ether, -78 deg C, 10 min

With hydrogenchloride; n-butyllithium; lithium diisopropyl amide; In diethyl ether;

Reference yield:

(R)-β-<(1,3-dioxolan-2-yl)methyl>butan-1-ol (130710-59-7) → <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone (130733-18-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) dimethylsulfoxide, oxalyl dichloride, 2.) triethylamine / 1.) dichloromethane, -78 deg C, 20 min, 2.) -78 deg C, 20 min, --> room temperature, 30 min

2: 1.) 1.6 M butyl-lithium / 1.) hexane, THF, -6 to 0 deg C, 1 h, 2.) 0 deg C, 20 min

3: 65 percent / 10 percent v/v aq. hydrochloric acid / diethyl ether / 26 h / Ambient temperature

4: 1.) LDA / 1.) diethyl ether, -78 deg C, 45 min, 2.) diethyl ether, -78 deg C, 10 min

With hydrogenchloride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In diethyl ether;

Reference yield:

(R)-2-(2-ethylbut-3-enyl)-1,3-dioxolane (130710-61-1) → <4S(4α,5α,6β)>-5-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-6-<(1R*,3S*)-3-ethyl-1-hydroxypent-4-enyl>-4-methylcyclohex-2-enone (130733-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 10 percent v/v aq. hydrochloric acid / diethyl ether / 26 h / Ambient temperature

2: 1.) LDA / 1.) diethyl ether, -78 deg C, 45 min, 2.) diethyl ether, -78 deg C, 10 min

With hydrogenchloride; lithium diisopropyl amide; In diethyl ether;

upstream raw materials:

(R)-3-ethylpent-4-enal

<4R-<4α(4R^*,5R^*),6α>>-5-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-2-cyclohexen-1-one

(R)-β-<(1,3-dioxolan-2-yl)methyl>butan-1-ol

(R)-2-(2-ethylbut-3-enyl)-1,3-dioxolane

Downstream raw materials:

<1S(1α,3α,7β,8β,8aβ)>-8-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-3-ethyl-1,2,3,7,8,8a-hexahydro-7-methylnaphthalen-1-ol

(4S*-cis)-4-<2-(t-butyldiphenylsilyloxy)ethyl>-6-<2-<1S(1α,2α,6β,8β,8aβ)-6-ethyl-1,2,6,7,8,8a-hexahydro-2-methyl-8-(triethylsilyloxy)naphthalen-1-yl>ethyl>-2,2-dimethyl-1,3-dioxolane

<1S(1α,3α,7β,8β,8aβ)>-8-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-3-ethyl-1,2,3,7,8,8a-hexahydro-7-methylnaphthalen-1-yl (R*)-2-methylbutyrate

<1S,αS*,γR*-(1α,5β,6β)>-6-(2-<(4S*,6R*)-6-<2-(t-butyldiphenylsilyloxy)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl)-α-ethyl-5-methyl-2-oxo-γ-(triethylsilyloxy)cyclohex-3-enebutanal

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