5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

Base Information

Chemical Name:5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene
CAS No.:142458-32-0
Molecular Formula:C₂₉H₄₂O₅Si
Molecular Weight:498.735
Hs Code.:

Synonyms:5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

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Chemical Property of 5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

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Technology Process of 5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

There total 3 articles about 5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene 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: 91.6%

: 100-39-0
benzyl bromide

: 142458-31-9
3β,7β-dihydroxy-5β-<(tert-butyldimethylsilyl)oxy>-4α,6α-dimethoxycyclohept-1-ene

: 142458-32-0
5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 12h; Ambient temperature;
DOI:10.1021/jo00040a043

Reference yield:

: 142458-28-4
6β-<(tert-butyldimethylsilyl)oxy>-5α,7α-dimethoxycyclohepta-1,3-diene

: 142458-32-0
5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / O₂, tetraphenylporphin / CH₂Cl₂ / 3 h / Irradiation

2: 83 mg / thiourea / methanol / 36 h / Ambient temperature

3: 91.6 percent / NaH, Bu₄NI / tetrahydrofuran / 12 h / Ambient temperature

With oxygen; 5,15,10,20-tetraphenylporphyrin; tetra-(n-butyl)ammonium iodide; sodium hydride; thiourea; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00040a043

Reference yield:

: 142458-30-8
5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-endoperoxy-4α,6α-dimethoxycyclohept-1-ene

: 142458-32-0
5β-<(tert-butyldimethylsilyl)oxy>-3β,7β-bis(benzyloxy)-4α,6α-dimethoxycyclohept-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 83 mg / thiourea / methanol / 36 h / Ambient temperature

2: 91.6 percent / NaH, Bu₄NI / tetrahydrofuran / 12 h / Ambient temperature

With tetra-(n-butyl)ammonium iodide; sodium hydride; thiourea; In tetrahydrofuran; methanol;
DOI:10.1021/jo00040a043