5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

Base Information

Chemical Name:5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone
CAS No.:890659-26-4
Molecular Formula:C₃₁H₃₇NO₅
Molecular Weight:503.638
Hs Code.:

Synonyms:5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

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Chemical Property of 5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

Chemical Property:

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Technology Process of 5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

There total 13 articles about 5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone 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: 51.0%

: 890659-24-2
2-({3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propylamino}-methyl)-phenol

: C₃₁H₃₅NO₄

: 890659-26-4
5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

Guidance literature:: With hydrogenchloride; In methanol; Heating;
DOI:10.1016/j.tetlet.2006.02.160

Reference yield:

: 890659-18-4
C₁₉H₂₃NO₄

: 890659-26-4
5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

Guidance literature:: Multi-step reaction with 11 steps

1.1: 99 percent / K₂CO₃ / tetrahydrofuran / 20 °C

2.1: 99 percent / imidazole / tetrahydrofuran / 20 °C

3.1: 95 percent / LiBH₄ / ethanol; diethyl ether / Heating

4.1: 99 percent / TBAF / tetrahydrofuran / 20 °C

5.1: 95 percent / NaH / dimethylformamide / 20 °C

6.1: 98 percent / PPTS / acetone; H₂O / Heating

7.1: NHMDS; TBDMSCl / tetrahydrofuran / 20 °C

7.2: NMO / OsO₄ / acetonitrile; H₂O / 20 °C

8.1: TMSCl / CH₂Cl₂ / 20 °C

8.2: 81 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

9.1: 82 percent / DIBAL-H / CH₂Cl₂ / 0 °C

10.1: 96 percent / NaBH₄ / methanol / 20 °C

11.1: 42 percent / aq. HCl / methanol / Heating

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium borohydride; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; tert-butyldimethylsilyl chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2006.02.160

Reference yield:

: 890659-20-8
C₁₈H₂₃NO₄

: 890659-26-4
5-[1,1-bis-benzyloxymethyl-2-(2-hydroxy-benzylamino)-ethyl]-2-hydroxy-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / NaH / dimethylformamide / 20 °C

2.1: 98 percent / PPTS / acetone; H₂O / Heating

3.1: NHMDS; TBDMSCl / tetrahydrofuran / 20 °C

3.2: NMO / OsO₄ / acetonitrile; H₂O / 20 °C

4.1: TMSCl / CH₂Cl₂ / 20 °C

4.2: 81 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

5.1: 82 percent / DIBAL-H / CH₂Cl₂ / 0 °C

6.1: 96 percent / NaBH₄ / methanol / 20 °C

7.1: 42 percent / aq. HCl / methanol / Heating

With hydrogenchloride; sodium tetrahydroborate; chloro-trimethyl-silane; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; tert-butyldimethylsilyl chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2006.02.160