(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

Base Information

Chemical Name:(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester
CAS No.:872876-95-4
Molecular Formula:C₃₈H₄₄IN₃O₉
Molecular Weight:813.687
Hs Code.:

(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

Synonyms:(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

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Chemical Property of (R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

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Technology Process of (R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

There total 10 articles about (R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic 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:

: 872876-93-2
(R)-N-carbobenzyloxy-6'-iodotryptophan tert-butyl ester

: 113850-72-9
(R)-N-tert-butoxycarbonyl-3',5'-diiodo-4'-methoxyphenylglycine methyl ester

: 872876-95-4
(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

Guidance literature:: (R)-N-tert-butoxycarbonyl-3',5'-diiodo-4'-methoxyphenylglycine methyl ester; With dichlorobis(tri-O-tolylphosphine)palladium; bis(tri-n-butyltin); N-ethyl-N,N-diisopropylamine; In acetonitrile; at 85 ℃; for 2h;

(R)-N-carbobenzyloxy-6'-iodotryptophan tert-butyl ester; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1248/cpb.53.1277

Reference yield:

: 19727-83-4
6-nitroindoline

: 872876-95-4
(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 96 percent / pyridine / 1.4 h / 20 °C

2.1: 100 percent / H₂ / Pd/C / methanol / 1.4 h / 20 °C

3.1: 62 percent / aq. NaNO₂; AcOH; KI / 24 h / 0 °C

4.1: 71 percent / aq. NaOH / methanol / 4.5 h / 75 °C

5.1: 98 percent / salcomine; O₂ / methanol / 3.5 h / 20 °C

6.1: 89 percent / AcOH / 2 h / 75 °C

7.1: 48.3 percent / D-aminocyclase; aq. phosphate buffer; CoCl₂ / 47 h / 37 °C / pH 7.4

8.1: 100 percent / aq. Na₂CO₃ / diethyl ether / 3 h / 0 °C

9.1: 82 percent / K₂CO₃; benzyltriethylammonium chloride / N,N-dimethyl-acetamide / 2.5 h / 55 °C

10.1: (Bu₃Sn)2; [(o-tolyl)3P]2PdCl₂; i-Pr₂NEt / acetonitrile / 2 h / 85 °C

10.2: 38.0 mg / Pd₂(dba)3*CHCl₃; CuI; Ph₃As / i-Pr₂NEt / dimethylformamide / 1.5 h / 20 °C

With pyridine; sodium hydroxide; phosphate buffer; dichlorobis(tri-O-tolylphosphine)palladium; D-aminocyclase; salcomine; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; oxygen; bis(tri-n-butyltin); sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium nitrite; palladium on activated charcoal; In methanol; diethyl ether; N,N-dimethyl acetamide; acetonitrile; 10.2: Stille coupling;
DOI:10.1248/cpb.53.1277

Reference yield:

: 22949-08-2
1-acetyl-6-nitro-2,3-dihydroindole

: 872876-95-4
(R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / H₂ / Pd/C / methanol / 1.4 h / 20 °C

2.1: 62 percent / aq. NaNO₂; AcOH; KI / 24 h / 0 °C

3.1: 71 percent / aq. NaOH / methanol / 4.5 h / 75 °C

4.1: 98 percent / salcomine; O₂ / methanol / 3.5 h / 20 °C

5.1: 89 percent / AcOH / 2 h / 75 °C

6.1: 48.3 percent / D-aminocyclase; aq. phosphate buffer; CoCl₂ / 47 h / 37 °C / pH 7.4

7.1: 100 percent / aq. Na₂CO₃ / diethyl ether / 3 h / 0 °C

8.1: 82 percent / K₂CO₃; benzyltriethylammonium chloride / N,N-dimethyl-acetamide / 2.5 h / 55 °C

9.1: (Bu₃Sn)2; [(o-tolyl)3P]2PdCl₂; i-Pr₂NEt / acetonitrile / 2 h / 85 °C

9.2: 38.0 mg / Pd₂(dba)3*CHCl₃; CuI; Ph₃As / i-Pr₂NEt / dimethylformamide / 1.5 h / 20 °C

With sodium hydroxide; phosphate buffer; dichlorobis(tri-O-tolylphosphine)palladium; D-aminocyclase; salcomine; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; oxygen; bis(tri-n-butyltin); sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium nitrite; palladium on activated charcoal; In methanol; diethyl ether; N,N-dimethyl acetamide; acetonitrile; 9.2: Stille coupling;
DOI:10.1248/cpb.53.1277