(1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

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Chemical Name:(1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene
CAS No.:115333-74-9
Molecular Formula:C₂₅H₃₁BrO₂
Molecular Weight:443.424
Hs Code.:

Synonyms:

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Chemical Property of (1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

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Technology Process of (1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

There total 24 articles about (1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene 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: 63.0%

: 115333-87-4
Methanesulfonic acid (1R,3aS,4R,7S,7aR)-7-benzyloxy-1-benzyloxymethyl-3a-methyl-octahydro-inden-4-yl ester

: 115333-76-1
(3R,3aR,4S,7aR)-4-Benzyloxy-3-benzyloxymethyl-7a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene

: 115333-74-9,115333-75-0
(1R,3aS,4R,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

: 115333-74-9,115333-75-0
(1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

Guidance literature:: With tetrabutylammomium bromide; In toluene; at 95 - 97 ℃; for 20h;
DOI:10.1016/S0040-4039(00)96491-8

Reference yield: 63.0%

: 115333-87-4
Methanesulfonic acid (1R,3aS,4R,7S,7aR)-7-benzyloxy-1-benzyloxymethyl-3a-methyl-octahydro-inden-4-yl ester

: 115333-76-1
(3R,3aR,4S,7aR)-4-Benzyloxy-3-benzyloxymethyl-7a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene

: 115333-74-9,115333-75-0
(1R,3aS,4R,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

: 115333-74-9,115333-75-0
(1R,3aS,4S,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

Guidance literature:: With tetrabutylammomium bromide; In toluene; at 95 - 97 ℃; for 20h;
DOI:10.1016/S0040-4039(00)96491-8

Reference yield:

: 2906-93-6,3198-51-4,6102-42-7,36159-09-8,54963-84-7,84275-37-6
(+/-)-1,4,5,8,9,10-trans-hexahydronaphthalene-1,4-dione

: 115333-74-9,115333-75-0
(1R,3aS,4R,7S,7aR)-7-Benzyloxy-1-benzyloxymethyl-4-bromo-3a-methyl-octahydro-indene

Guidance literature:: Multi-step reaction with 12 steps

1: LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

2: DMAP / pyridine

3: 1) O₃, Zn; 2) p-TsOH / 1) CH₂Cl₂, -78 deg C, AcOH-H₂O; 2) C₆H₆, reflux, 40 min.

4: H₂ / 10percent Pd-C / ethanol / 0.5 h / Ambient temperature

5: 1) Jones reagent; 2) LiAlH₄ / 1) acetone, 0 deg C, 10 min; 2) THF, -20 deg C, 2 h

6: 1) EtOCH=CH₂, PPTS; 2) LiAlH₄ / 1) CH₂Cl₂, room temp, 0.5 h; 2) THF, 0 deg. C, 1 h

7: 1) KH; 2) 0.5 M HCl / 1) DMF, room temp, 20 min; 2) DMF, room temp, 1.5 h

8: PCC / CH₂Cl₂ / 1.5 h / Ambient temperature

10: NaBH₄ / methanol / 0.67 h / 0 deg C -to room temp

11: Et₃N / CH₂Cl₂ / 40 h / 0 °C

12: 63 percent / tetrabutylammonium bromide / toluene / 20 h / 95 - 97 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; jones reagent; tetrabutylammomium bromide; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; toluene-4-sulfonic acid; ozone; triethylamine; ethyl vinyl ether; pyridinium chlorochromate; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)96491-8