(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Base Information

Chemical Name:(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol
CAS No.:137964-93-3
Molecular Formula:C₃₃H₄₃NO₇Si
Molecular Weight:593.792
Hs Code.:

(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Synonyms:(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Suppliers and Price of (1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

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 (1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

There total 19 articles about (1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol 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:

: 137964-92-2
(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cycloocten-9-ol

: 137964-93-3
(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 23 ℃;
DOI:10.1021/ja00027a071

Reference yield:

: 137964-81-9
2-Benzylamino-6-hydroxy-4-methyl-benzoic acid ethyl ester

: 137964-93-3
(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Guidance literature:: Multi-step reaction with 18 steps

1: H₂ / Pd/C / ethanol / 2 h / 23 °C / 62057.8 Torr

2: 1.) aq. NaNO₂, HCl, 2.) NaN₃ / 1.) EtOH, 0 deg C, 20 min, 2.) EtOH, 0 deg C, 40 min

3: i-Pr₂NEt / CH₂Cl₂ / 23 °C

4: NBS, Bz₂O₂ / benzene / 2 h / Heating

5: K₂CO₃ / dimethylformamide / 0.25 h / 70 °C

6: TFA / CH₂Cl₂ / 3 h / 23 °C

7: K₂CO₃ / dimethylformamide / 80 °C

8: 100 percent / DIBAL / CH₂Cl₂ / -78 °C

9: 98 percent / PCC / CH₂Cl₂ / 23 °C

10: toluene / 7 h / 170 °C

11: NaOH / methanol / 23 °C

12: m-CPBA / 4 h / 23 °C

13: ClCOCOCl, DMSO (Swern oxidation)

14: aq. LiOH / tetrahydrofuran / 2 h / 0 °C

15: NaBH₄ / ethanol / -78 - 23 °C

16: 92 percent / imidazole, DMAP / CH₂Cl₂ / 23 °C

17: 64 percent / DIBAL / toluene / -78 °C

18: m-CPBA / CH₂Cl₂ / 23 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; oxalyl dichloride; hydrogen; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trifluoroacetic acid; sodium nitrite; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00027a071

Reference yield:

: 100-44-7
benzyl chloride

: 137964-93-3
(1aR,8R,9aS)-7-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenoxymethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-3,9-diol

Guidance literature:: Multi-step reaction with 12 steps

1: K₂CO₃ / dimethylformamide / 80 °C

2: 100 percent / DIBAL / CH₂Cl₂ / -78 °C

3: 98 percent / PCC / CH₂Cl₂ / 23 °C

4: toluene / 7 h / 170 °C

5: NaOH / methanol / 23 °C

6: m-CPBA / 4 h / 23 °C

7: ClCOCOCl, DMSO (Swern oxidation)

8: aq. LiOH / tetrahydrofuran / 2 h / 0 °C

9: NaBH₄ / ethanol / -78 - 23 °C

10: 92 percent / imidazole, DMAP / CH₂Cl₂ / 23 °C

11: 64 percent / DIBAL / toluene / -78 °C

12: m-CPBA / CH₂Cl₂ / 23 °C

With 1H-imidazole; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00027a071