3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Base Information

Chemical Name:3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester
CAS No.:442663-27-6
Molecular Formula:C₂₄H₃₀INO₆
Molecular Weight:555.41
Hs Code.:

3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-<i>tert</i>-butoxycarbonylamino-propionic acid methyl ester

Synonyms:3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

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Chemical Property of 3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

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Technology Process of 3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

There total 14 articles about 3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl 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: 99.0%

: 442663-26-5
3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-acrylic acid methyl ester

: 442663-27-6
3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: With hydrogen; (S,S)-Et-DuPhos-catalyst; In ethyl acetate; at 50 ℃; for 22h; under 380026 Torr;

Reference yield:

: 442663-26-5
3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-acrylic acid methyl ester

: 442663-27-6
3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

: 3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: With (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; In ethyl acetate; at 50 ℃; for 22h; under 25858.1 Torr; Title compound not separated from byproducts.;
DOI:10.1021/ja026216d

Reference yield:

: 100-39-0
benzyl bromide

: 442663-27-6
3-(3-benzyloxy-2-iodo-4-methoxy-5-methyl-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / K₂CO₃ / acetonitrile / 0.67 h / Heating

2: 93 percent / N,N,N',N'-tetramethylguanidine / CH₂Cl₂ / 24 h / 20 °C

3: H₂; Rh[(COD)-(S,S)-Et-DuPHOS]⁺OTf^- / ethyl acetate / 22 h / 50 °C / 25858.1 Torr

With (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; potassium carbonate; N,N,N',N'-tetramethylguanidine; In dichloromethane; ethyl acetate; acetonitrile; 2: Horner-Emmons reaction;
DOI:10.1021/ja026216d