N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

Base Information

Chemical Name:N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester
CAS No.:882175-61-3
Molecular Formula:C₂₈H₄₅NO₇Si
Molecular Weight:535.753
Hs Code.:

<i>N</i>-{2-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-<i>N</i>-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

Synonyms:N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

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Chemical Property of N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

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Technology Process of N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

There total 12 articles about N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester 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: 75.0%

: 882175-60-2
(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

: 1071-46-1
hydrogen ethyl malonate

: 882175-61-3
N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 3413-44-3
(R)-2-cyclohexen-1-ol

: 882175-61-3
N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 84 percent / imidazole / CH₂Cl₂

2.1: m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

3.1: [C(CH₃)2(CH₂)3C(CH₃)2]NLi / hexane; benzene / 0 - 20 °C

4.1: 87 percent / tri-n-butylphosphine / CH₂Cl₂ / 0.08 h / 22 °C

5.1: 86 percent / DIBAL / toluene

6.1: 97 percent / imidazole / CH₂Cl₂

7.1: toluene / 180 °C

8.1: PPTs; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

8.2: NaCNBH₃ / acetic acid / 10 °C

9.1: 75 percent / benzotriazol-1-yloxytris(Me₂N)phosphonium hexaFphosphate

With 1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 882175-52-2
tert-butyl-(cyclohex-2-enyloxy)-dimethyl-silane

: 882175-61-3
N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

2.1: [C(CH₃)2(CH₂)3C(CH₃)2]NLi / hexane; benzene / 0 - 20 °C

3.1: 87 percent / tri-n-butylphosphine / CH₂Cl₂ / 0.08 h / 22 °C

4.1: 86 percent / DIBAL / toluene

5.1: 97 percent / imidazole / CH₂Cl₂

6.1: toluene / 180 °C

7.1: PPTs; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

7.2: NaCNBH₃ / acetic acid / 10 °C

8.1: 75 percent / benzotriazol-1-yloxytris(Me₂N)phosphonium hexaFphosphate

With 1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70