2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

Base Information

Chemical Name:2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester
CAS No.:161990-12-1
Molecular Formula:C₃₆H₄₁NO₈
Molecular Weight:615.723
Hs Code.:

Synonyms:2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

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Chemical Property of 2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

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Technology Process of 2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

There total 4 articles about 2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-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: 79.9%

: 100516-54-9,335159-14-3
(5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 86633-09-2
di-tert-butyl methylenemalonate

: 161990-12-1
2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

Guidance literature:: With citric acid; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/0040-4039(94)02418-B

Reference yield:

: 441-38-3
benzoin oxime

: 161990-12-1
2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C

3: 1.) Et₃N, 2.) NaHCO₃, 3.) p-TsOH / 1.) THF, 2.) CH₂Cl₂, 3.) benzene, reflux

4: 79.9 percent / 1.) LiN(Me₃Si)2, 2.) citric acid / tetrahydrofuran / 1 h / -78 °C

With hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; citric acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1016/0040-4039(94)02418-B

Reference yield:

: 530-36-9,3764-63-4,13286-63-0,23190-16-1,23190-17-2,23364-44-5,23412-95-5,39664-87-4,88082-66-0
2-amino-1,2-diphenylethanol

: 161990-12-1
2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

2: 1.) Et₃N, 2.) NaHCO₃, 3.) p-TsOH / 1.) THF, 2.) CH₂Cl₂, 3.) benzene, reflux

3: 79.9 percent / 1.) LiN(Me₃Si)2, 2.) citric acid / tetrahydrofuran / 1 h / -78 °C

With sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; citric acid; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/0040-4039(94)02418-B