(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

Base Information

Chemical Name:(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester
CAS No.:130737-76-7
Molecular Formula:C₂₄H₃₆N₂O₇
Molecular Weight:464.559
Hs Code.:

Synonyms:(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

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Chemical Property of (3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

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Technology Process of (3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

There total 6 articles about (3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-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: 67.0%

: 16367-69-4,21691-50-9,59624-87-2
tert-butyl D-alaninate

: 118247-88-4
t-butyl hydrogen (3R)-3-benzyloxycarbonylaminoglutarate

: 130737-76-7
(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

Guidance literature:: With 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; In tetrahydrofuran; 1.) r.t., 2.) reflux;

Reference yield:

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 130737-76-7
(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) ammonium acetate, molecular sieves 3 Angstroem, 2.) methanolic HCl, NaBH₃CN / 1.) methanol, 2 d, 2.) pH 3, r.t., 1 h

2: 84 percent / aq. NaHCO₃ / toluene / 3 h / Ambient temperature

3: 82 percent / phosphate buffer, aq. NaOH / pig liver esterase / acetone / 7 h / 25 °C / pH 8

4: 83 percent / 4-dimethylaminopyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) r.t., 3 h

5: 81 percent / aq. NaOH / methanol / 2.5 h / Ambient temperature

6: 67 percent / 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / tetrahydrofuran / 1.) r.t., 2.) reflux

With ammonium acetate; hydrogenchloride; dmap; sodium hydroxide; phosphate buffer; 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; 3 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; pig liver esterase; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene;

Reference yield:

: 77313-09-8
3-aminoglutaric acid dimethyl ester

: 130737-76-7
(3R)-3-benzyloxycarbonylaminoglutaryl-(S)-alanine di-t-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / aq. NaHCO₃ / toluene / 3 h / Ambient temperature

2: 82 percent / phosphate buffer, aq. NaOH / pig liver esterase / acetone / 7 h / 25 °C / pH 8

3: 83 percent / 4-dimethylaminopyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) r.t., 3 h

4: 81 percent / aq. NaOH / methanol / 2.5 h / Ambient temperature

5: 67 percent / 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / tetrahydrofuran / 1.) r.t., 2.) reflux

With dmap; sodium hydroxide; phosphate buffer; 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; pig liver esterase; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene;