(1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate

Base Information

• Chemical Name: (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate
• CAS No.: 143508-36-5
• Molecular Formula: C₄₂H₆₁N₃O₁₀
• Molecular Weight: 767.96

Synonyms:(1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate

Chemical Property of (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate

There total 4 articles about (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate 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:

BOC-O-benzyl-L-serine (23680-31-1) + (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-5-carboxylic acid (R)-4-benzyloxycarbonyl-1-morpholin-4-ylmethyl-butyl ester → (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate (143508-36-5)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃; Yield given;

DOI:10.1021/jm00099a004

Reference yield:

5-Hydroxy-6-morpholin-4-yl-hexanoic acid benzyl ester (137238-59-6) → (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate (143508-36-5)

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: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00099a004

Reference yield:

(R)-5-Hydroxy-6-morpholin-4-yl-hexanoic acid benzyl ester (143614-69-1) → (1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate (143508-36-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00099a004

upstream raw materials:

BOC-O-benzyl-L-serine

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

(R)-5-Hydroxy-6-morpholin-4-yl-hexanoic acid benzyl ester

(1R)-1-(4-morpholinomethyl)-5-oxo-5-(phenylmethoxy)pentyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

Downstream raw materials:

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

(2R,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-(N-D-prolinyl-L-phenylalanyl)-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane, bis(trifluoroacetate) salt

(2R,9S,12S,13R)-12-(cyclohexylmethyl)-9--13-hydroxy-2-(4-morpholinomethyl)-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane, bis(trifluoroacetate) salt

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