N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

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Chemical Name:N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester
CAS No.:1443793-02-9
Molecular Formula:C₄₅H₄₇N₃O₉
Molecular Weight:773.883
Hs Code.:

Synonyms:N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

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Chemical Property of N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

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Technology Process of N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

There total 9 articles about N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine 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: 70.0%

: C₂₅H₂₆N₂O₅

: 127526-64-1
(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

: 1443793-02-9
N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

Guidance literature:: (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid; With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.0166667h;

C₂₅H₂₆N₂O₅; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1021/jo4007893

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 1443793-02-9
N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzene / 12 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 0.02 h / 0 °C

2.2: 3 h / 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.02 h / 0 °C

4.2: 3 h / 0 - 20 °C

With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo4007893

Reference yield:

: 69489-40-3
D-2-[p-(benzyloxy)phenyl]glycine

: 1443793-02-9
N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 12 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.02 h / 0 °C

2.2: 3 h / 0 - 20 °C

With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo4007893