(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

Base Information

Chemical Name:(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one
CAS No.:147728-75-4
Molecular Formula:C₂₅H₂₈O₃
Molecular Weight:376.496
Hs Code.:

Synonyms:(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

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Chemical Property of (1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

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Technology Process of (1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

There total 12 articles about (1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-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: 73.0%

: (1R, 2R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-ol

: 147728-75-4
(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

Guidance literature:: With dipyridinium dichromate; molecular sieve; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80785-7

Reference yield:

: 100-39-0
benzyl bromide

: 147728-75-4
(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 50percent sodium hydride in mineral oil / dimethylformamide / 8 h / 0 - 22 °C

2: 99 percent / selenium dioxide / dioxane / 2 h / 60 °C

3: 99 percent / ammonia / methanol / 0.67 h

4: 73 percent / PDC, molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

With dipyridinium dichromate; selenium(IV) oxide; molecular sieve; ammonia; sodium hydride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80785-7

Reference yield:

: 163955-23-5
(1R, 2S, 5S, 9R)-9-hydroxymethyl-5-methylbicyclo<3.3.1>-6-nonen-2-ol

: 147728-75-4
(1R, 5S, 8S, 9R)-8-benzyloxy-9-benzyloxymethyl-5-methylbicyclo<3.3.1>-3-nonen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 50percent sodium hydride in mineral oil / dimethylformamide / 8 h / 0 - 22 °C

2: 99 percent / selenium dioxide / dioxane / 2 h / 60 °C

3: 99 percent / ammonia / methanol / 0.67 h

4: 73 percent / PDC, molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

With dipyridinium dichromate; selenium(IV) oxide; molecular sieve; ammonia; sodium hydride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80785-7