benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

Base Information

Chemical Name:benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate
CAS No.:1394024-98-6
Molecular Formula:C₂₆H₃₄N₂O₅
Molecular Weight:454.566
Hs Code.:

Synonyms:benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

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Chemical Property of benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

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Technology Process of benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

There total 8 articles about benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate 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: 92.0%

: 1394024-97-5
(S)-benzyl (1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

: 1394024-98-6
benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 0 ℃; for 0.0833333h;
DOI:10.1021/jm3016987

Reference yield:

: CeCl_3.7H₂O

: (S)-Benzyl (1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

: 1394024-98-6
benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

Guidance literature:: With sodium tetrahydroborate; In methanol; acetic acid; ethyl acetate;

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 1394024-98-6
benzyl ((2S,3R)-1-(4-((tert-butyloxycarbonylamino)methyl)phenyl)-3-hydroxy-4-methylpent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 1 h / 20 - 25 °C

2.1: sodium carbonate / water; 1,4-dioxane / 4 h / pH 9

3.1: sodium hydroxide / water; ethanol / 1 h

4.1: sodium carbonate / tetrahydrofuran / 3 h / 0 - 20 °C / pH 9

5.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h

6.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 6 h / -20 °C

7.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.08 h / 0 °C

With sodium tetrahydroborate; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); cerium(III) chloride heptahydrate; sulfuric acid; tert.-butyl lithium; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jm3016987