(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Base Information

Chemical Name:(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate
CAS No.:442663-35-6
Molecular Formula:C₄₇H₅₅Cl₃N₂O₉Si
Molecular Weight:926.406
Hs Code.:

(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Synonyms:(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Suppliers and Price of (3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

There total 67 articles about (3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate 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: 82.0%

: 442663-55-0
3-benzyloxy-11-[1-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-4-yl)-2-hydroxy-ethyl]-12-(tert-butyl-dimethyl-silanyloxymethyl)-4-methoxy-5-methyl-10-oxo-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-triene-13-carboxylic acid 2,2,2-trichloro-ethyl ester

: 442663-35-6
(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 0 ℃;
DOI:10.1021/ja026216d

Reference yield: 44.0%

: 1414948-95-0
C₄₇H₅₇IN₂O₉Si

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 442663-35-6
(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Guidance literature:: C₄₇H₅₇IN₂O₉Si; With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 2h;

2,2,2-Trichloroethyl chloroformate; With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1055/s-0032-1316579

Reference yield:

: 442663-47-0
alcohol

: 442663-35-6
(3R,5R,6R,12S,12aS)-2,2,2-trichloroethyl 7-(benzyloxy)-3-[6-(benzyloxy)-7-methylbenzo[d][1,3]dioxol-4-yl]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-8-methoxy-9-methyl-3,5,6,11,12,12a-hexahydro-2H-6,12-epiminobenzo[e]oxazolo[3,2-a]azocine-13-carboxylate

Guidance literature:: Multi-step reaction with 19 steps

1: 93 percent / pyridine; DMAP / 30 h / 50 °C

2: TFA; anisole / CH₂Cl₂ / 9 h / 20 °C

3: 19.7 g / ethyl acetate / 1 h / Heating

4: 91 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

5: 97 percent / DMAP / acetonitrile / 6.5 h / 20 °C

6: NaBH₄; H₂SO₄ / ethanol; CH₂Cl₂ / 0 °C

7: 3.54 g / CSA; quinoline / toluene / 3 h / Heating

8: 83 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾; tris(o-tolyl)phosphine; TEA / acetonitrile / 2 h / Heating

9: aq. NaOH / methanol / 2.5 h / Heating

10: 106 mg / pyridine; DMAP / CH₂Cl₂ / 20 °C

11: TFA / CH₂Cl₂ / 4 h / 20 °C

12: 2.08 g / NaHCO₃ / CH₂Cl₂; H₂O / 0.17 h / 0 °C

13: dimethyldioxirane / methanol; acetone / 2 h / 0 °C

14: 652 mg / CSA / acetone / 0 - 20 °C

15: 94 percent / sodium cyanoborohydride; TFA / tetrahydrofuran / 0.5 h / 0 °C

16: 92 percent / imidazole / dimethylformamide / 2 h / 20 °C

17: 85 percent / guanidinium nitrate; NaOMe / methanol; CH₂Cl₂ / 2.5 h / 40 °C

18: 91 percent / K₂CO₃ / acetonitrile / 1 h / Heating

19: 82 percent / Red-Al / tetrahydrofuran; toluene / 0 °C

With pyridine; 1H-imidazole; quinoline; dmap; sodium hydroxide; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; guanidinium nitrate; TEA; sulfuric acid; camphor-10-sulfonic acid; sodium methylate; 3,3-dimethyldioxirane; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; methoxybenzene; sodium bis(2-methoxyethoxy)aluminium dihydride; tris-(o-tolyl)phosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 8: Heck reaction;
DOI:10.1021/ja026216d