(2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester
• CAS No.: 180712-51-0
• Molecular Formula: C₃₈H₄₆N₂O₁₁S
• Molecular Weight: 738.856

Synonyms:(2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester

Chemical Property of (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester

Chemical Property:

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Technology Process of (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester

There total 12 articles about (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl 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-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) → (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester (180712-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, pyridine / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 100 percent / Et₂NH / CH₂Cl₂ / 0 °C

3: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/0040-4020(96)00765-X

Reference yield:

2,4-dimethoxylbenzyl alcohol (7314-44-5) → (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester (180712-51-0)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 0.08 h / 0 °C

2: CH₂Cl₂; acetone / 18 h / Ambient temperature

3: 1.) lithium bis(trimethylsilylamide) / 1.) THF, hexane, from -78 deg C to -30 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h

4: 100 percent / Pd(PPh₃)4, PPh₃, pyrrolidine / CH₂Cl₂ / 0.5 h / -15 °C

5: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; lithium hexamethyldisilazane; In dichloromethane; acetone;

DOI:10.1016/0040-4020(96)00765-X

Reference yield:

alloc-L-aspartic acid (141996-68-1) → (2R,3R)-3-Allyloxycarbonylamino-2-(2,4-dimethoxy-benzylsulfanyl)-N-[(R)-1-(4-methoxy-benzyloxycarbonyl)-2-methyl-propyl]-succinamic acid 4-methoxy-benzyl ester (180712-51-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / acetic anhydride / tetrahydrofuran / 5 h / 50 - 60 °C

2: 52 percent / 72 h / Ambient temperature

3: 87 percent / dicyclohexylcarbodiimide, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 48 h / Ambient temperature

4: 1.) lithium bis(trimethylsilylamide) / 1.) THF, hexane, from -78 deg C to -30 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h

5: 100 percent / Pd(PPh₃)4, PPh₃, pyrrolidine / CH₂Cl₂ / 0.5 h / -15 °C

6: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic anhydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4020(96)00765-X

upstream raw materials:

(R)-2-Amino-3-methyl-butyric acid 4-methoxy-benzyl ester

(2R,3R)-2-Allyloxycarbonylamino-3-(2,4-dimethoxy-benzylsulfanyl)-succinic acid 4-(4-methoxy-benzyl) ester

2,4-dimethoxylbenzyl alcohol

alloc-L-aspartic acid

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