(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

Base Information

Chemical Name:(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester
CAS No.:91103-43-4
Molecular Formula:C₃₄H₄₉N₃O₁₀
Molecular Weight:659.777
Hs Code.:

(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

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Chemical Property of (S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

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Technology Process of (S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

There total 10 articles about (S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl 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:

: 91103-36-5,157683-97-1
N-tert.-butyloxycarbonyl-L-serinal

: 91103-43-4
(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₃CN / methanol / 1.) 0 deg C, 3 h; 2.) room temp., 14 h

2: triethylamine / tetrahydrofuran / 40 h / Ambient temperature

3: 1) O₃, 2) NaBH₃CN / 2) MeOH, 0 deg C, 3 h, to room temp., 14h

With sodium cyanoborohydride; ozone; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(01)80104-0

Reference yield:

: 100-39-0
benzyl bromide

: 91103-43-4
(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / KOH / dimethylformamide

2: CF₃CO₂H / CH₂Cl₂

3: 1) O₃, 2) NaBH₃CN / 2) MeOH, 0 deg C, 3 h, to room temp., 14h

With potassium hydroxide; sodium cyanoborohydride; ozone; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)80104-0

Reference yield:

: 91103-40-1
((R)-1-Hydroxymethyl-3-methanesulfinyl-propyl)-carbamic acid tert-butyl ester

: 91103-43-4
(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / o-dichlorobenzene/NaOAc / 20 h / 170 °C

2: 1) O₃, 2) dimethylsulfide / 1) MeOH, -78 deg C, 2) -78 deg C, 3 h to room temp., 1 h

3: NaBH₃CN / methanol / 1.) 0 deg C, 3 h; 2.) room temp., 14 h

4: triethylamine / tetrahydrofuran / 40 h / Ambient temperature

5: 1) O₃, 2) NaBH₃CN / 2) MeOH, 0 deg C, 3 h, to room temp., 14h

With dimethylsulfide; sodium acetate; sodium cyanoborohydride; ozone; triethylamine; 1,2-dichloro-benzene; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(01)80104-0