(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

Base Information

Chemical Name:(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester
CAS No.:872472-47-4
Molecular Formula:C₄₇H₇₅NO₉Si₂
Molecular Weight:854.285
Hs Code.:

(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

Synonyms:(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

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Chemical Property of (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

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Technology Process of (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

There total 16 articles about (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl 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: 99.0%

: 872472-36-1
3-((1S,2S,4aR,6S,8aS)-2,6-Dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionic acid

: 872472-37-2
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

: 872472-47-4
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃;
DOI:10.1002/anie.200502015

Reference yield:

: 872472-49-6
(S)-4-Methyl-hept-6-ynal

: 872472-47-4
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate

2.1: [Cp₂Zr(H)Cl] / CH₂Cl₂ / 20 °C

2.2: 77 percent / iodine / CH₂Cl₂

3.1: 74 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran; diethyl ether; pentane / -30 - 20 °C

4.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

5.1: EtAlCl₂ / toluene / -78 - 22 °C

6.1: lithium hexamethyldisilazide / tetrahydrofuran / -78 - 0 °C

6.2: 62 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

7.1: 81 percent / potassium hydroxide / methanol; H₂O / 0 °C

8.1: 99 percent / BOP; triethylamine / acetonitrile / 20 °C

With pyridine; potassium hydroxide; Schwartz's reagent; ethylaluminum dichloride; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; pentane; 3.1: Negishi coupling / 5.1: Diels-Alder reaction;
DOI:10.1002/anie.200502015

Reference yield:

: (E)-(S)-7-Methyl-dec-3-en-9-yn-2-one

: 872472-47-4
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: [Cp₂Zr(H)Cl] / CH₂Cl₂ / 20 °C

1.2: 77 percent / iodine / CH₂Cl₂

2.1: 74 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran; diethyl ether; pentane / -30 - 20 °C

3.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

4.1: EtAlCl₂ / toluene / -78 - 22 °C

5.1: lithium hexamethyldisilazide / tetrahydrofuran / -78 - 0 °C

5.2: 62 percent / tetrahydrofuran; hexamethylphosphoric acid triamide

6.1: 81 percent / potassium hydroxide / methanol; H₂O / 0 °C

7.1: 99 percent / BOP; triethylamine / acetonitrile / 20 °C

With pyridine; potassium hydroxide; Schwartz's reagent; ethylaluminum dichloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; pentane; 2.1: Negishi coupling / 4.1: Diels-Alder reaction;
DOI:10.1002/anie.200502015