(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

Base Information

Chemical Name:(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid
CAS No.:244170-98-7
Molecular Formula:C₂₅H₃₂O₆
Molecular Weight:428.525
Hs Code.:

(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

Synonyms:(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

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Chemical Property of (3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

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Technology Process of (3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

There total 13 articles about (3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid 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:

: (4R,5R,6S,2'RS)-1-methyl-4-isopropenyl-5-(4''-methoxybenzyloxy)methoxymethyl-6-(2'-hydroxybut-3'-yn-1'-yl)-6-hydroxycyclohex-1-ene

: 244170-98-7
(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1: imidazole / dimethylformamide / 2.5 h / 60 °C

2: hexamethyldisilazane, pyridine / dimethylformamide / 6.5 h / Ambient temperature

3: Pd(OAc)2, N,N-bis(phenylmethylene)-1,2-ethylene diamine / 1,2-dichloro-ethane / 23 h / 56 °C

4: KF*2H₂O, n-Bu₄NCl / acetonitrile / 24 h / Heating

5: 63 percent / Ph₃P, DEAD

6: 63 percent / NaOH

7: 83 percent / VO(acac)2, t-BuOOH / CH₂Cl₂ / Ambient temperature

8: 78 percent / Ti(OBn)4 / 60 °C

9: 94 percent / TsOH / acetone / Ambient temperature

10: 74 percent / aq. DDQ / CH₂Cl₂ / Ambient temperature

11: (COCl)2, DMSO, TEA / -78 - 20 °C

12: aq. NaClO₂, NaH₂PO₄, 2-methyl-but-2-ene / 2-methyl-propan-2-ol / Ambient temperature

With pyridine; 1H-imidazole; tetrabutoxytitanium; tert.-butylhydroperoxide; palladium diacetate; potassium fluoride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; bis(acetylacetonate)oxovanadium; N,N'-bis(benzyliden)ethylendiamine; TEA; tetrabutyl-ammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;

Reference yield:

: (1R,5R,6R)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-but-3-ynyl]-5-isopropenyl-6-(4-methoxy-benzyloxymethoxymethyl)-2-methyl-cyclohex-2-enol

: 244170-98-7
(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

Guidance literature:: Multi-step reaction with 11 steps

1: hexamethyldisilazane, pyridine / dimethylformamide / 6.5 h / Ambient temperature

2: Pd(OAc)2, N,N-bis(phenylmethylene)-1,2-ethylene diamine / 1,2-dichloro-ethane / 23 h / 56 °C

3: KF*2H₂O, n-Bu₄NCl / acetonitrile / 24 h / Heating

4: 63 percent / Ph₃P, DEAD

5: 63 percent / NaOH

6: 83 percent / VO(acac)2, t-BuOOH / CH₂Cl₂ / Ambient temperature

7: 78 percent / Ti(OBn)4 / 60 °C

8: 94 percent / TsOH / acetone / Ambient temperature

9: 74 percent / aq. DDQ / CH₂Cl₂ / Ambient temperature

10: (COCl)2, DMSO, TEA / -78 - 20 °C

11: aq. NaClO₂, NaH₂PO₄, 2-methyl-but-2-ene / 2-methyl-propan-2-ol / Ambient temperature

With pyridine; tetrabutoxytitanium; tert.-butylhydroperoxide; palladium diacetate; potassium fluoride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; bis(acetylacetonate)oxovanadium; N,N'-bis(benzyliden)ethylendiamine; TEA; tetrabutyl-ammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;

Reference yield:

: 244170-92-1
(4R,5R,6S,1'RS)-1-methyl-4-isopropenyl-5-<(4''-methoxybenzyloxy)methoxymethyl>-6-(1'-tert-butyldimethylsilyloxyprop-3'-ynyl)methyl-6-trimethylsilyloxycyclohex-1-ene

: 244170-98-7
(3aR,3bR,6R,7S,7aR,8aR)-3a-Benzyloxymethyl-7a-hydroxy-6-isopropenyl-2,2,3b-trimethyl-3b,6,7,7a,8,8a-hexahydro-3aH-indeno[1,2-d][1,3]dioxole-7-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1: Pd(OAc)2, N,N-bis(phenylmethylene)-1,2-ethylene diamine / 1,2-dichloro-ethane / 23 h / 56 °C

2: KF*2H₂O, n-Bu₄NCl / acetonitrile / 24 h / Heating

3: 63 percent / Ph₃P, DEAD

4: 63 percent / NaOH

5: 83 percent / VO(acac)2, t-BuOOH / CH₂Cl₂ / Ambient temperature

6: 78 percent / Ti(OBn)4 / 60 °C

7: 94 percent / TsOH / acetone / Ambient temperature

8: 74 percent / aq. DDQ / CH₂Cl₂ / Ambient temperature

9: (COCl)2, DMSO, TEA / -78 - 20 °C

10: aq. NaClO₂, NaH₂PO₄, 2-methyl-but-2-ene / 2-methyl-propan-2-ol / Ambient temperature

With tetrabutoxytitanium; tert.-butylhydroperoxide; palladium diacetate; potassium fluoride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; bis(acetylacetonate)oxovanadium; N,N'-bis(benzyliden)ethylendiamine; TEA; tetrabutyl-ammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In dichloromethane; 1,2-dichloro-ethane; acetone; acetonitrile; tert-butyl alcohol;