2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

Base Information

Chemical Name:2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester
CAS No.:562098-79-7
Molecular Formula:C₅₉H₇₄N₅O₁₁P
Molecular Weight:1060.24
Hs Code.:

2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(<i>tert</i>-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid <i>tert</i>-butyl ester

Synonyms:2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

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Chemical Property of 2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

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Technology Process of 2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

There total 16 articles about 2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic 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:

: 562098-68-4
(3R)-3-(tert-butoxycarbonylaminomethyl)-4-naphthalen-1-ylbutyric acid

: 562098-49-1
H-Pmp_β(OBn)2-Ac₆c-Asn-(O^tBu)

: 562098-79-7
2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 22h;
DOI:10.1021/jm030049q

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 562098-79-7
2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / Et₃N / methanol / 20 °C

2: N-methylmorpholine N-oxide; aq. OsO₄ / tetrahydrofuran / 20 °C

3: aq. NaIO₄ / tetrahydrofuran / 3.5 h

4: 76 percent / pyridinium chlorochromate; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

5: 86 percent / aq. LiOH / tetrahydrofuran / 2 h / 20 °C

6: HOAt; EDC*HCl / dimethylformamide / 22 h / 20 °C

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; 4 A molecular sieve; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030049q

Reference yield:

: 63094-81-5
L-asparagine 1,1-dimethylethyl ester monohydrochloride

: 562098-79-7
2-[(1-{3-[4-(bis-benzyloxy-phosphorylmethyl)-phenyl]-3-[3-(tert-butoxycarbonylamino-methyl)-4-naphthalen-1-yl-butyrylamino]-propionylamino}-cyclohexanecarbonyl)-amino]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HOBt; DIPCI / dimethylformamide / 0.17 h

1.2: 91 percent / iPr₂NEt / dimethylformamide

2.1: 92 percent / piperidine / dimethylformamide / 1 h / 20 °C

3.1: HOAt; EDC*HCl / dimethylformamide / 24 h / 20 °C

4.1: 246 mg / piperidine / dimethylformamide / 2 h

5.1: HOAt; EDC*HCl / dimethylformamide / 22 h / 20 °C

With piperidine; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropyl-carbodiimide; In N,N-dimethyl-formamide;
DOI:10.1021/jm030049q