2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

Base Information

Chemical Name:2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid
CAS No.:339087-28-4
Molecular Formula:C₃₈H₄₄N₆O₁₄
Molecular Weight:808.799
Hs Code.:

2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

Synonyms:2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

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Chemical Property of 2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

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Technology Process of 2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

There total 13 articles about 2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid 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-[(L)-Asp(OBzl)-(L)-Thr]OCH₂CCl₃

: 339087-28-4
2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: DAST / CH₂Cl₂ / 2 h / -78 °C

2: 23 percent / DBU; BrCCl₃ / CH₂Cl₂ / 0 - 20 °C

3: CH₂Cl₂ / 20 °C

4: 68 percent / HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

5: CH₂Cl₂ / 20 °C

6: HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

7: Zn powder / acetic acid; H₂O / 5 h / 20 °C

8: CH₂Cl₂ / 1 h / 20 °C

With Bromotrichloromethane; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; zinc; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(00)01173-X

Reference yield:

: 339086-87-2
(S)-2-((S)-3-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-3-oxo-butyric acid 2,2,2-trichloro-ethyl ester

: 339087-28-4
2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 46 percent / Ph₃P; I₂; TEA / CH₂Cl₂ / 0 - 20 °C

2: CH₂Cl₂ / 20 °C

3: 68 percent / HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

4: CH₂Cl₂ / 20 °C

5: HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

6: Zn powder / acetic acid; H₂O / 5 h / 20 °C

7: CH₂Cl₂ / 1 h / 20 °C

With TEA; iodine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(00)01173-X

Reference yield:

: 339086-88-3
2-(2-benzyloxycarbonyl-1-tert-butoxycarbonylamino-ethyl)-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester

: 339087-28-4
2-[(S)-1-({2-[(S)-1-{[2-((S)-1-Amino-2-tert-butoxycarbonyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carbonyl}-amino)-2-benzyloxycarbonyl-ethyl]-5-methyl-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 20 °C

2: 68 percent / HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

3: CH₂Cl₂ / 20 °C

4: HBTU; HOBt; DIEA / dimethylformamide / 96 h / -20 - 20 °C

5: Zn powder / acetic acid; H₂O / 5 h / 20 °C

6: CH₂Cl₂ / 1 h / 20 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; zinc; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(00)01173-X