[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

Base Information

Chemical Name:[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid
CAS No.:274928-29-9
Molecular Formula:C₃₄H₃₉N₅O₉S
Molecular Weight:693.778
Hs Code.:

[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

Synonyms:[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

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Chemical Property of [(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

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Technology Process of [(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

There total 6 articles about [(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid 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:

: 98266-33-2,105454-25-9
Boc-DPal

: 274928-29-9
[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂; aq. AcOH / PtO₂ / ethanol

2: 41 percent / DIEA / tetrahydrofuran / Heating

3: 53 percent / EDC; HOBt; DIEA / acetonitrile

4: HCl / ethanol

5: NMM / acetonitrile

6: 1N aq. LiOH / ethanol

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; ethanol; acetonitrile; 1: Hydrogenation / 2: guanylation / 3: coupling / 4: deprotection / 5: Acylation / 6: Hydrolysis;
DOI:10.1016/S0960-894X(00)00105-0

Reference yield:

: 334952-74-8
[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid ethyl ester

: 274928-29-9
[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

Guidance literature:: With lithium hydroxide; In ethanol;
DOI:10.1016/S0960-894X(00)00105-0

Reference yield:

: 274928-25-5,117049-94-2
2-tert-butoxycarbonylamino-3-piperidin-3-yl-propionic acid

: 274928-29-9
[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-3-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / DIEA / tetrahydrofuran / Heating

2: 53 percent / EDC; HOBt; DIEA / acetonitrile

3: HCl / ethanol

4: NMM / acetonitrile

5: 1N aq. LiOH / ethanol

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; acetonitrile; 1: guanylation / 2: coupling / 3: deprotection / 4: Acylation / 5: Hydrolysis;
DOI:10.1016/S0960-894X(00)00105-0