(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester
CAS No.:866114-99-0
Molecular Formula:C₃₂H₃₀INO₆
Molecular Weight:651.498
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

There total 1 articles about (S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid 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:

: 5513-40-6
benzyl N-carbobenzyloxy-L-tyrosine

: 866114-99-0
(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 43 percent / silver sulfate; iodine / methanol / 5 h / 20 °C

2.1: K₂CO₃; tetrabutylammonium iodide / acetone / 0.5 h / 20 °C

2.2: 76 percent / acetone / 24 h / Heating

With iodine; tetra-(n-butyl)ammonium iodide; potassium carbonate; silver sulfate; In methanol; acetone;
DOI:10.1021/jo051076m

Reference yield: 89.0%

: 866114-99-0
(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

: 866115-01-7
C₃₂H₃₂BNO₈

Guidance literature:: (S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane; In dimethyl sulfoxide; at 80 ℃; for 6h;

With water; In ethyl acetate; at 20 ℃; for 20h;
DOI:10.1021/jo051076m

Reference yield:

: 866114-99-0
(S)-2-Benzyloxycarbonylamino-3-[3-iodo-4-(4-methoxy-benzyloxy)-phenyl]-propionic acid benzyl ester

: pulcherosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: Pd(dppf)Cl₂*CH₂Cl₂; KOAc; bis(neopentylglycolato)diboron / dimethylsulfoxide / 6 h / 80 °C

1.2: 89 percent / H₂O / ethyl acetate / 20 h / 20 °C

2.1: 81 percent / aq. H₂O₂ / methanol / 0.5 h / 20 °C

3.1: 80 percent / Cu(OAc)2; pyridine / CH₂Cl₂ / 48 h / 20 °C

4.1: 78 percent / DDQ / CH₂Cl₂; H₂O / 24 h / Heating

5.1: 70 percent / N-bromosuccinimide / dimethylformamide / 19 h / 80 °C

6.1: 32 percent / Et₃N; Pd(dppf)Cl₂*CH₂Cl₂ / propan-2-ol; H₂O / 48 h / Heating

7.1: H₂ / Pd/C / tetrahydrofuran; methanol; H₂O / 168 h / 20 °C

With pyridine; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper diacetate; hydrogen; dihydrogen peroxide; potassium acetate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo051076m