2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

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Chemical Name:2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide
CAS No.:934977-45-4
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

Synonyms:2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

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Chemical Property of 2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

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Technology Process of 2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

There total 11 articles about 2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide 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: 96.0%

: 934977-04-5
2-(3-benzyloxy-propyl)-6-(4-methoxy-benzyloxy)-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

: 934977-45-4
2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 1h; pH=7.0; buffered reaction;
DOI:10.1021/ja068346i

Reference yield:

: 934977-35-2
1-benzyloxy-5-(4-methoxy-benzyloxy)-9-(tetrahydro-pyran-2-yloxy)-non-7-en-4-ol

: 934977-45-4
2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

1.2: 100 percent / tetrahydrofuran / 4 h / 20 °C

2.1: 97 percent / ethanol / PTSA / 3 h / 20 °C

3.1: 92 percent / Ph₃P; CCl₄ / 2 h / Heating

4.1: 89 percent / KHMDS / toluene / 0.5 h / 20 °C

5.1: 99 percent / DDQ / CH₂Cl₂; H₂O / 2 h / 20 °C / pH 7.0 / buffered reaction

6.1: CCl₄; 1-methylcyclohexene; tri-n-octylphosphine / toluene / 12 h / 70 °C

7.1: 430.0 mg / NMO / OsO₄ / acetone; H₂O / 4 h / 0 °C

8.1: dibutyltin oxide / toluene / 2 h / Heating

8.2: 80 percent / TBAI / toluene / 1 h / Heating

9.1: 90 percent / NaH / dimethylformamide / 12 h / 20 °C

10.1: 96 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C / pH 7.0 / buffered reaction

With tetrachloromethane; N-methyl-2-indolinone; 1-methylcyclohex-1-ene; ethanol; TOP; potassium hexamethylsilazane; sodium hydride; di(n-butyl)tin oxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; osmium(VIII) oxide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja068346i

Reference yield:

: 934977-36-3
2-[1-(3-benzyloxy-propyl)-2-(4-methoxy-benzyloxy)-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyloxy]-N,N-dimethyl-acetamide

: 934977-45-4
2-(3-benzyloxy-propyl)-6-hydroxy-3,8-dioxa-bicyclo[5.1.1]nonane-4-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 97 percent / ethanol / PTSA / 3 h / 20 °C

2.1: 92 percent / Ph₃P; CCl₄ / 2 h / Heating

3.1: 89 percent / KHMDS / toluene / 0.5 h / 20 °C

4.1: 99 percent / DDQ / CH₂Cl₂; H₂O / 2 h / 20 °C / pH 7.0 / buffered reaction

5.1: CCl₄; 1-methylcyclohexene; tri-n-octylphosphine / toluene / 12 h / 70 °C

6.1: 430.0 mg / NMO / OsO₄ / acetone; H₂O / 4 h / 0 °C

7.1: dibutyltin oxide / toluene / 2 h / Heating

7.2: 80 percent / TBAI / toluene / 1 h / Heating

8.1: 90 percent / NaH / dimethylformamide / 12 h / 20 °C

9.1: 96 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C / pH 7.0 / buffered reaction

With tetrachloromethane; N-methyl-2-indolinone; 1-methylcyclohex-1-ene; ethanol; TOP; potassium hexamethylsilazane; sodium hydride; di(n-butyl)tin oxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; osmium(VIII) oxide; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja068346i