(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

Base Information

Chemical Name:(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate
CAS No.:357278-13-8
Molecular Formula:C₂₀H₃₀N₂O₇
Molecular Weight:410.467
Hs Code.:

Synonyms:(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

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Chemical Property of (S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

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Technology Process of (S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

There total 4 articles about (S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate 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: 73.0%

: 36016-38-3
tert-Butyl N-hydroxycarbamate

: 357278-12-7
(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-iodohexanoate

: 357278-13-8
(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

Guidance literature:: tert-Butyl N-hydroxycarbamate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-iodohexanoate; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1081/SCC-100000585

Reference yield:

: 2212-75-1
N₂-[(benzyloxy)carbonyl]-L-lysine

: 357278-13-8
(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 11.8 g / aq. NaOH; sodium nitroprusside / H₂O / 6 h / 60 - 65 °C / pH 9 - 10

2.1: 7.1 g / ethyl acetate; diethyl ether / 18 h / 20 °C

3.1: 84 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 1.5 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

4.2: 73 percent / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; sodium nitroprusside; sodium hydroxide; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; water; ethyl acetate;
DOI:10.1081/SCC-100000585

Reference yield:

: 102922-72-5
(S)-2-(((benzyloxy)carbonyl)amino)-6-hydroxyhexanoic acid

: 357278-13-8
(S)-(+)-methyl-2-{[(benzyloxy)carbonyl]amino}-6-{[(tert-butoxycarbonyl)amino]oxy}hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 7.1 g / ethyl acetate; diethyl ether / 18 h / 20 °C

2.1: 84 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 1.5 h / 20 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: 73 percent / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethyl acetate;
DOI:10.1081/SCC-100000585