(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

Base Information

Chemical Name:(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester
CAS No.:205236-27-7
Molecular Formula:C₃₇H₃₉N₂O₁₀P
Molecular Weight:702.698
Hs Code.:

Synonyms:(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

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Chemical Property of (S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

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Technology Process of (S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

There total 7 articles about (S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-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: 44.0%

: 205236-26-6
(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

: 205236-27-7
(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

Guidance literature:: With pyridine hydrogenfluoride; In dichloromethane; for 2h;
DOI:10.1021/jm970853a

Reference yield:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 205236-27-7
(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / DCC, Py / acetonitrile / 18 h / Ambient temperature

2: 98 percent / HCl / dioxane

3: 81 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), i-PrNEt₂ / dimethylformamide / 6 h

4: HCl / dioxane / 2 h

5: i-PrNEt₂ / CH₂Cl₂ / 24 h

6: 88 percent / DBU / CH₂Cl₂ / 3 h

7: 44 percent / HF*Py / CH₂Cl₂ / 2 h

With pyridine; hydrogenchloride; N,N-diethyl-N-isopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm970853a

Reference yield:

: 172694-24-5
(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

: 205236-27-7
(S)-2-{(S)-2-Acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-pentanedioic acid 5-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / HCl / dioxane

2: 81 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), i-PrNEt₂ / dimethylformamide / 6 h

3: HCl / dioxane / 2 h

4: i-PrNEt₂ / CH₂Cl₂ / 24 h

5: 88 percent / DBU / CH₂Cl₂ / 3 h

6: 44 percent / HF*Py / CH₂Cl₂ / 2 h

With hydrogenchloride; N,N-diethyl-N-isopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970853a