7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

Base Information

Chemical Name:7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester
CAS No.:503867-77-4
Molecular Formula:C₃₃H₄₉NO₇Si
Molecular Weight:599.84
Hs Code.:

7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[<i>a</i>]cyclopropa[<i>e</i>]cyclooctene-5-carboxylic acid methyl ester

Synonyms:7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

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Chemical Property of 7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

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Technology Process of 7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

There total 15 articles about 7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl 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:

: 503867-76-3
methyl 3-benzyloxy-4-[(2S)-2-[(2R,3R)-3-formyloxiran-2-yl]-2-triisopropylsilyloxyethyl]-5-nitrobenzoate

: 503867-77-4
7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 324 mg / H₂ / Pt/C / methanol / 2 h / 20 °C / 760 Torr

2: TsOH*H₂O / CH₂Cl₂ / 0.17 h / 20 °C

With hydrogen; toluene-4-sulfonic acid; platinum on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo049862z

Reference yield:

: 503311-45-3
methyl 3-benzyloxy-4-[(2S)-2-[(2R,3R)-3-hydroxymethyloxiran-2-yl]-2-triisopropylsilyloxyethyl]-5-nitrobenzoate

: 503867-77-4
7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 324 mg / H₂ / Pt/C / methanol / 2 h / 20 °C / 760 Torr

3: TsOH*H₂O / CH₂Cl₂ / 0.17 h / 20 °C

With hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; platinum on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo049862z

Reference yield:

: 503311-42-0
methyl 3-benzyloxy-5-nitro-4-[(2S,3R,4S)-3,4,5-trihydroxy-2-triisopropylsilyloxypentyl]benzoate

: 503867-77-4
7-benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-9-triisopropylsilanyloxy-1a,2,3,8,9,9a-hexahydro-1-oxa-3-aza-benzo[a]cyclopropa[e]cyclooctene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N; DMAP / CH₂Cl₂ / 13 h / 20 °C

2: DABCO / CH₂Cl₂ / 1.5 h / 20 °C

3: 2.82 g / NaH / dimethylformamide / 1 h / 20 °C

4: CSA / methanol / 1 h / 20 °C

5: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 - 20 °C

6: 324 mg / H₂ / Pt/C / methanol / 2 h / 20 °C / 760 Torr

7: TsOH*H₂O / CH₂Cl₂ / 0.17 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; camphor-10-sulfonic acid; hydrogen; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; platinum on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo049862z