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

Base Information

• Chemical Name: 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
• CAS No.: 183794-52-7
• Molecular Formula: C₄₈H₅₀ClN₃O₁₀S₂
• Molecular Weight: 928.524

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 11 articles about 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 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:

(S)-1-[(3R,5S)-5-(4-Benzyloxy-benzyl)-morpholin-3-yl]-ethane-1,2-diol (183794-29-8) → 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 (183794-52-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / triethylamine / CH₂Cl₂ / 1.17 h

2: 99 percent / collidine / CH₂Cl₂ / 1.25 h

3: 79 percent / triethylamine / acetonitrile / 10 h / Heating

4: 49 percent / tetrahydrofuran / 0.5 h / 0 °C

5: Bu₄NF / tetrahydrofuran

6: triethylamine / CH₂Cl₂ / Ambient temperature

With 2,3,5-trimethyl-pyridine; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo961114p

Reference yield:

{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol (183794-28-7) → 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 (183794-52-7)

Guidance literature:

Multi-step reaction with 7 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: 49 percent / tetrahydrofuran / 0.5 h / 0 °C

6: Bu₄NF / tetrahydrofuran

7: triethylamine / CH₂Cl₂ / Ambient temperature

With 2,3,5-trimethyl-pyridine; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/jo961114p

Reference yield:

(2S,6R,7R)-2-(4-Benzyloxy-benzyl)-7-(tert-butyl-dimethyl-silanyloxy)-4-oxa-1-aza-bicyclo[4.2.0]octane (183794-32-3) → 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 (183794-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / tetrahydrofuran / 0.5 h / 0 °C

2: Bu₄NF / tetrahydrofuran

3: triethylamine / CH₂Cl₂ / Ambient temperature

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo961114p

upstream raw materials:

methanesulfonyl chloride

N-[(S)-1-[(3S,6R,7S)-3-(4-Benzyloxy-benzyl)-7-chloro-6-hydroxy-[1,4]oxazocane-4-carbonyl]-4-(2-oxo-4,5-diphenyl-oxazol-3-yl)-butyl]-4-methyl-benzenesulfonamide

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

(S)-1-[(3R,5S)-5-(4-Benzyloxy-benzyl)-morpholin-3-yl]-ethane-1,2-diol

Downstream raw materials:

(3S,6S,8R,12S,14S)-3-(3-Amino-propyl)-12-(4-hydroxy-benzyl)-6-(1H-indol-3-ylmethyl)-10-oxa-1,4,7-triaza-tricyclo[6.4.2.0^4,14]tetradecane-2,5-dione

(2S,6R,7S,9S)-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]undecan-10-one

{3-[(3S,6S,8R,12S,14S)-12-(4-Benzyloxy-benzyl)-6-(1H-indol-3-ylmethyl)-2,5-dioxo-10-oxa-1,4,7-triaza-tricyclo[6.4.2.0^4,14]tetradec-3-yl]-propyl}-carbamic acid benzyl ester

(S)-2-[(2S,6R,7S,9S)-2-(4-Benzyloxy-benzyl)-9-(3-benzyloxycarbonylamino-propyl)-10-oxo-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-6-ylamino]-3-(1H-indol-3-yl)-propionic acid

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