O^ω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester

Base Information

• Chemical Name: O^ω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester
• CAS No.: 137238-61-0
• Molecular Formula: C₄₃H₆₇N₃O₁₂
• Molecular Weight: 818.018

Synonyms:

Chemical Property of O^ω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O^ω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester

There total 9 articles about O^ω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl 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:

4-Oxiranyl-butyric acid benzyl ester (137238-88-1) → Oω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(R)-(4-morpholinomethyl)pentanoyl>-Nα-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester (137238-61-0,143614-75-9,143614-76-0)

Guidance literature:

Multi-step reaction with 4 steps

1: alumina / diethyl ether

2: 36 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

3: H₂ / 10 percent Pd/C / methanol / 760 Torr

4: 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

With dmap; aluminum oxide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm00099a004

Reference yield:

5-Hydroxy-6-morpholin-4-yl-hexanoic acid benzyl ester (137238-59-6) → Oω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(R)-(4-morpholinomethyl)pentanoyl>-Nα-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester (137238-61-0,143614-75-9,143614-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: H₂ / 10 percent Pd/C / methanol / 760 Torr

3: 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

With dmap; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00099a004

Reference yield:

4-Oxiranyl-butyric acid benzyl ester (137238-88-1) → Oω-<5-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-5(S)-(4-morpholinomethyl)pentanoyl>-Nα-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester (137238-61-0,143614-75-9,143614-76-0)

Guidance literature:

Multi-step reaction with 4 steps

1: alumina / diethyl ether

2: 36 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

3: H₂ / 10 percent Pd/C / methanol / 760 Torr

4: 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

With dmap; aluminum oxide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm00099a004

upstream raw materials:

2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-((R)-4-carboxy-1-morpholin-4-ylmethyl-butyl) ester

4-Oxiranyl-butyric acid benzyl ester

5-Hydroxy-6-morpholin-4-yl-hexanoic acid benzyl ester

Downstream raw materials:

(2S,9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-2-(4-morpholinomethyl)-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

(3R,4S,7S,14S)-7-Amino-4-cyclohexylmethyl-3-hydroxy-14-morpholin-4-ylmethyl-1,9-dioxa-5-aza-cyclotetradecane-2,6,10-trione

(2S,9S,12S,13R)-12-(cyclohexylmethyl)-9--L-phenylalanyl>-13-hydroxy-2-(4-morpholinomethyl)-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

(2R,9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-2-(4-morpholinomethyl)-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

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