(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

Base Information

Chemical Name:(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one
CAS No.:231302-87-7
Molecular Formula:C₂₁H₂₉NO₆
Molecular Weight:391.464
Hs Code.:

Synonyms:(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

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Chemical Property of (4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

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Technology Process of (4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

There total 4 articles about (4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one 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: 90.0%

: 231302-86-6
(4S,5S)-3,4-Bis(tert-butoxylcarbonyl)-5-benzylidne-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

: 231302-87-7
(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

Guidance literature:: With hydrogen; 10percent Pd/C; In ethyl acetate; at 20 ℃; for 72h;
DOI:10.1039/b004772o

Reference yield: 27.0%

: 100-39-0
benzyl bromide

: 231302-81-1
(4S)-3,4-Bis(tert-butoxycarbonyl)tetrahydro-1,3-oxazin-6-one

: 231302-87-7
(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

: (4S,5R)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

: (4S)-3,4-Bis(tert-butoxycarbonyl)-5,5-dibenzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

Guidance literature:: (4S)-3,4-Bis(tert-butoxycarbonyl)tetrahydro-1,3-oxazin-6-one; With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -75 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -75 - -40 ℃; for 8h;
DOI:10.1039/b004772o

Reference yield:

: 231302-81-1
(4S)-3,4-Bis(tert-butoxycarbonyl)tetrahydro-1,3-oxazin-6-one

: 231302-87-7
(4S,5S)-3,4-Bis(tert-butoxycarbonyl)-5-benzyl-2,3,4,5-tetrahydro-6H-1,3-oxazin-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / 1,2-dimethoxy-ethane / 1 h / Heating

2: 88 percent / diethyl ether / 2.25 h / -30 - 22 °C

3: 90 percent / H₂ / 10percent Pd/C / ethyl acetate / 72 h / 20 °C

With hydrogen; 10percent Pd/C; In 1,2-dimethoxyethane; diethyl ether; ethyl acetate;
DOI:10.1039/b004772o