(+)-<1α,4α,5α,7R,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R)-acetoxy-2-octene

Base Information

Chemical Name:(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene
CAS No.:79069-68-4
Molecular Formula:C₂₆H₃₅BrO₅
Molecular Weight:507.465
Hs Code.:

(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiro<bicyclo<2.2.1>heptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

Synonyms:(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

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Chemical Property of (+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

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Technology Process of (+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

There total 7 articles about (+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene 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: 82.0%

: 108-24-7
acetic anhydride

: 79069-67-3
(-)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-hydroxy-2-octene

: 79069-68-4
(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

Guidance literature:: With pyridine; dmap; In dichloromethane; for 24h;
DOI:10.1021/jo00337a039

Reference yield:

: 63318-29-6
(Z)-1-iodohept-1-ene

: 79069-68-4
(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

Guidance literature:: Multi-step reaction with 2 steps

1: 1) n-BuLi / 1) heptane, hexane, 1 h, -78 deg C, 2) THF, 1 h, 0 deg C

2: 82 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h

With pyridine; dmap; n-butyllithium; In dichloromethane;
DOI:10.1021/jo00337a039

Reference yield:

: 100-39-0
benzyl bromide

: 79069-68-4
(+)-<1α,4α,5α,7R*,(Z)>-5-Bromo-7-(benzyloxy)spiroheptane-2,2'-<1,3>dioxolane>-7-yl-1(R*)-acetoxy-2-octene

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH / 1) benzene, DMSO, 1.5 h, 65 deg C, 2) 18 h, 65 deg C

2: 1.06 g / LiAlH₄ / diethyl ether / 6 h / 25 °C

3: 95 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 25 °C

4: 1) n-BuLi / 1) heptane, hexane, 1 h, -78 deg C, 2) THF, 1 h, 0 deg C

5: 82 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h

With pyridine; chromium(VI) oxide; dmap; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; In diethyl ether; dichloromethane;
DOI:10.1021/jo00337a039