(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

Base Information

Chemical Name:(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one
CAS No.:183794-56-1
Molecular Formula:C₄₀H₃₈ClN₃O₅
Molecular Weight:676.212
Hs Code.:

Synonyms:(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

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Chemical Property of (2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

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Technology Process of (2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

There total 23 articles about (2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one 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: 57.0%

: 183794-39-0
Methanesulfonic acid (3S,6R,7S)-3-(4-benzyloxy-benzyl)-7-chloro-4-[(S)-5-(2-oxo-4,5-diphenyl-oxazol-3-yl)-2-(2-trimethylsilanyl-ethanesulfonylamino)-pentanoyl]-[1,4]oxazocan-6-yl ester

: 183794-56-1
(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

: 183794-40-3
(2S,6R,7S,9S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-8-(2-trimethylsilanyl-ethanesulfonyl)-4-oxa-1,8-diaza-bicyclo[5.3.1]undecan-10-one

: (Z)-(2S,7R,9S)-2-(4-Benzyloxy-benzyl)-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-8-(2-trimethylsilanyl-ethanesulfonyl)-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-5-en-10-one

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; for 2h;
DOI:10.1021/jo961114p

Reference yield:

: 183794-52-7
Methanesulfonic acid (3S,6R,7S)-3-(4-benzyloxy-benzyl)-7-chloro-4-[(S)-5-(2-oxo-4,5-diphenyl-oxazol-3-yl)-2-(toluene-4-sulfonylamino)-pentanoyl]-[1,4]oxazocan-6-yl ester

: 183794-56-1
(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

: (Z)-(2S,7R,9S)-2-(4-Benzyloxy-benzyl)-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-8-(2-trimethylsilanyl-ethanesulfonyl)-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-5-en-10-one

: (2S,6R,7S,9S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-8-(toluene-4-sulfonyl)-4-oxa-1,8-diaza-bicyclo[5.3.1]undecan-10-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 110 ℃;
DOI:10.1021/jo961114p

Reference yield:

: 183794-28-7
{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

: 183794-56-1
(2S,6R,7S)-2-(4-Benzyloxy-benzyl)-6-chloro-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-8-en-10-one

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / dioxane / 9 h / Heating

2: 80 percent / triethylamine / CH₂Cl₂ / 1.17 h

3: 99 percent / collidine / CH₂Cl₂ / 1.25 h

4: 79 percent / triethylamine / acetonitrile / 10 h / Heating

5: 66 percent / PCl₅ / tetrahydrofuran / 1.75 h / 0 °C

6: 82 percent / Bu₄NF / tetrahydrofuran / 0.5 h

7: 94 percent / triethylamine / CH₂Cl₂ / 1.5 h / Ambient temperature

8: NaH / dimethylsulfoxide / 2 h

With 2,3,5-trimethyl-pyridine; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo961114p