[(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester
• CAS No.: 1026417-79-7
• Molecular Formula: C₄₄H₇₅N₅O₈
• Molecular Weight: 802.108
• Mol file: 1026417-79-7.mol

Synonyms:[(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

There total 11 articles about [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl 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:

N-benzyloxycarbonyl-O-t-butyl-L-serine (1676-75-1) → [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (1026417-79-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HOBt, DCC, dimethylacetamide, 2.) N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h

2: H₂, AcOH / 5percent Pd/C / methanol / 1 h / 760 Torr

3: 1.) HOBt, DCC, dimethylacetamide, 2.) N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h

With 4-methyl-morpholine; ISOPROPYLAMIDE; hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;

DOI:10.1021/jm9608671

Reference yield:

(4-iodophenyl)acetic acid (1798-06-7) → [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (1026417-79-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / DCC, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 16 h

2: Et₃N, (PPh₃)2PdCl₂, CuI / acetonitrile / 1.) 0 deg C, 30 min, 2.) RT, 2 h

3: H₂ / 5percent Pd/C / methanol / 4 h / 1034.3 Torr

4: (PhO)3PMeI / CH₂Cl₂ / 3 h / Ambient temperature

5: NaN₃, 18-crown-6 / dimethylformamide / 16 h / Ambient temperature

6: H₂, AcOH / 5percent Pd/C / methanol / 3 h / 2068.6 Torr

7: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

8: LiOH / tetrahydrofuran / 2 h / Ambient temperature

9: 1.) HOBt, DCC, dimethylacetamide, 2.) N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h

With 4-methyl-morpholine; dmap; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; sodium azide; 18-crown-6 ether; ISOPROPYLAMIDE; methyltriphenoxyphosphonium iodide; hydrogen; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm9608671

Reference yield:

methyl 4-iodophenylacetate (63349-52-0) → [(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (1026417-79-7)

Guidance literature:

Multi-step reaction with 8 steps

1: Et₃N, (PPh₃)2PdCl₂, CuI / acetonitrile / 1.) 0 deg C, 30 min, 2.) RT, 2 h

2: H₂ / 5percent Pd/C / methanol / 4 h / 1034.3 Torr

3: (PhO)3PMeI / CH₂Cl₂ / 3 h / Ambient temperature

4: NaN₃, 18-crown-6 / dimethylformamide / 16 h / Ambient temperature

5: H₂, AcOH / 5percent Pd/C / methanol / 3 h / 2068.6 Torr

6: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

7: LiOH / tetrahydrofuran / 2 h / Ambient temperature

8: 1.) HOBt, DCC, dimethylacetamide, 2.) N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; sodium azide; 18-crown-6 ether; ISOPROPYLAMIDE; methyltriphenoxyphosphonium iodide; hydrogen; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm9608671

upstream raw materials:

Ser(O-t-Bu)-Lys(BOC)-2-cyclohexylethylamide

[4-(5-tert-Butoxycarbonylamino-pentyl)-phenyl]-acetic acid

(4-iodophenyl)acetic acid

N-benzyloxycarbonyl-O-t-butyl-L-serine