(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

Base Information

Chemical Name:(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester
CAS No.:930587-01-2
Molecular Formula:C₄₃H₆₀N₆O₁₂
Molecular Weight:852.982
Hs Code.:

(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

Synonyms:(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

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Chemical Property of (2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

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Technology Process of (2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

There total 8 articles about (2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-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: 85.0%

: 930587-00-1
(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''-hydroxy-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

: 10065-79-9
N,N’-bis(benzyloxycarbonyl)guanidine

: 930587-01-2
(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2006.12.020

Reference yield:

: 862473-08-3
(4S,1'S)-2,2-dimethyl-4-[1'-(2''-oxoethyl)allyl]oxazolidine-3-carboxylic acid tert-butyl ester

: 930587-01-2
(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 73 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

2.1: 80 percent / sodium carbonate / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 72 percent / Jones reagent / acetone / 3 h / 20 °C

4.1: diethyl amine / tetrahydrofuran / 6 h / 20 °C

5.1: 1.670 g / TBTU; N-hydroxybenzotriazole; diisopropylethylamine / dimethylformamide / 24 h / 20 °C

6.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

6.2: 61 percent / NaBO₃*4H₂O / tetrahydrofuran; methanol; H₂O / 48 h / 20 °C

7.1: 85 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; jones reagent; Diethyl amine; di-isopropyl azodicarboxylate; sodium tris(acetoxy)borohydride; sodium carbonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; 7.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2006.12.020

Reference yield:

: 930586-99-5
(2S,3''S,4''S)-2-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-4''-vinyl-piperidin-1''-yl)-acetylamino]-succinic acid di-tert-butyl ester

: 930587-01-2
(2S,3''S,4''S)-2-{2'-[3''-tert-butoxycarbonylamino-4''-(2'''N,N'-bis(benzyloxycarbonyl)-guanidino-ethyl)-2''-oxo-piperidin-1''-yl]-acetylamino}-succinic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

1.2: 61 percent / NaBO₃*4H₂O / tetrahydrofuran; methanol; H₂O / 48 h / 20 °C

2.1: 85 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2006.12.020