5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Base Information

Chemical Name:5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
CAS No.:312327-29-0
Molecular Formula:C₃₇H₄₆N₂O₉Si
Molecular Weight:690.866
Hs Code.:

5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Synonyms:5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

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Chemical Property of 5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

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Technology Process of 5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

There total 9 articles about 5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 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: 90.0%

: 15568-85-1
5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

: 312327-28-9
O-benzyl N-2-(5-amino-3-benzyloxy-4-methoxyphenyl)-2-(t-butyldimethylsilyloxy)ethyl carbamate

: 312327-29-0
5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Guidance literature:: With trimethyl orthoformate; for 12h; Heating;
DOI:10.1021/jo001080s

Reference yield:

: 6635-20-7
isonitrovanillin

: 312327-29-0
5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / AlCl₃; pyridine / CHCl₃ / 24 h / Heating

2: 93 percent / dimethylformamide / 48 h / 140 °C

3: 92 percent / KOH; benzyltriethylammonium chloride / CHCl₃ / 36 h / 20 °C

4: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C

5: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C

6: 76 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 25 h / 0 °C

7: 97 percent / DMAP; K₂CO₃ / tetrahydrofuran / -78 - -30 °C

8: 90 percent / trimethyl orthoformate / 12 h / Heating

With pyridine; 2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; aluminium trichloride; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; 1: ether cleavage / 2: Alkylation / 3: Methylation / 4: Addition / 5: silylation / 6: Reduction / 7: benzyloxycarbonylation / 8: Condensation;
DOI:10.1021/jo001080s

Reference yield:

: 116313-85-0
3,4-dihydroxy-5-nitrobenzaldehyde

: 312327-29-0
5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / dimethylformamide / 48 h / 140 °C

2: 92 percent / KOH; benzyltriethylammonium chloride / CHCl₃ / 36 h / 20 °C

3: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C

4: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C

5: 76 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 25 h / 0 °C

6: 97 percent / DMAP; K₂CO₃ / tetrahydrofuran / -78 - -30 °C

7: 90 percent / trimethyl orthoformate / 12 h / Heating

With 2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Methylation / 3: Addition / 4: silylation / 5: Reduction / 6: benzyloxycarbonylation / 7: Condensation;
DOI:10.1021/jo001080s