(3S,6S)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

Base Information

Chemical Name:(3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid
CAS No.:88818-10-4
Molecular Formula:C₁₇H₁₉ClN₂O₈
Molecular Weight:414.799
Hs Code.:

Synonyms:(3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

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Chemical Property of (3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

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Technology Process of (3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

There total 1 articles about (3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid 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: 58.0%

: 96657-61-3
N-<(3-benzyloxycarbonyl-2-oxa-3-azabicyclo<2.2.2>oct-5-en-1-yl)methyl>chloroacetamide

: 88818-10-4
(3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

Guidance literature:: With potassium permanganate; tetra(n-butyl)ammonium hydrogensulfate; In benzene; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)88799-8

Reference yield:

: 3282-30-2
pivaloyl chloride

: 88818-10-4
(3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

: C₂₇H₃₅ClN₂O₁₀

Guidance literature:: With triethylamine; In acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1039/c39830001049

Reference yield:

: 88818-10-4
(3S*,6S*)-2-benzyloxycarbonyl-6-<(chloroacetamido)methyl>-perhydro-1,2-oxazine-3,6-dicarboxylic acid

: 88818-15-9
(4R,7R)-7-((1S,2R)-2-Benzyloxy-1-benzyloxycarbonyl-propylcarbamoyl)-1-oxo-5-oxa-2,6-diaza-spiro[3.5]nonane-6-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / acetonitrile / 0.5 h / 0 °C

2: 0 deg C, 1 h, 25 deg C, 10 min

3: thiourea / acetonitrile; ethanol / 48 h / 40 °C

4: 2-thiopyridinedisulphide, Ph₃P / acetonitrile / 6 h / Heating

With 2-thiopyridinedisulphide; triethylamine; thiourea; triphenylphosphine; In ethanol; acetonitrile;
DOI:10.1039/c39830001049