[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

Base Information

Chemical Name:[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester
CAS No.:1268364-47-1
Molecular Formula:C₂₀H₃₀N₂O₆
Molecular Weight:394.468
Hs Code.:

Synonyms:[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

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Chemical Property of [(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

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Technology Process of [(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

There total 3 articles about [(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid 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:

: 218594-79-7
(3S)-morpholin-3-ylmethanol hydrochloride

: 47173-80-8
N-Boc-D-serine(Bzl)-OH

: 1268364-47-1
[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

Guidance literature:: (3S)-morpholin-3-ylmethanol hydrochloride; With N-ethyl-N,N-diisopropylamine; In ethanol; at 25 ℃; for 0.166667h; Industry scale;

N-Boc-D-serine(Bzl)-OH; In ethanol; at 25 ℃; for 1h; Industry scale;

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethanol; ethyl acetate; at 25 - 30 ℃; for 0.833333h; Industry scale;

Reference yield:

: 106973-36-8
(3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid

: 1268364-47-1
[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / 35 - 40 °C / Industry scale

1.2: 40 °C / Industry scale

1.3: 2.25 h / 5 - 15 °C / Industry scale

2.1: hydrogen / 20% palladium(II) hydroxide on carbon / ethanol / 3 h / 20 - 30 °C / 2311.54 Torr / Industry scale

3.1: N-ethyl-N,N-diisopropylamine / ethanol / 0.17 h / 25 °C / Industry scale

3.2: 1 h / 25 °C / Industry scale

3.3: 0.83 h / 25 - 30 °C / Industry scale

With dimethylsulfide borane complex; hydrogen; N-ethyl-N,N-diisopropylamine; 20% palladium(II) hydroxide on carbon; In tetrahydrofuran; ethanol;

Reference yield:

: 916483-67-5
[(3S)-4-benzylmorpholin-3-yl]methanol hydrochloride

: 1268364-47-1
[(R)-1-benzyloxymethyl-2-((S)-3-hydroxymethyl-morpholin-4-yl)-2-oxoethyl] carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen / 20% palladium(II) hydroxide on carbon / ethanol / 3 h / 20 - 30 °C / 2311.54 Torr / Industry scale

2.1: N-ethyl-N,N-diisopropylamine / ethanol / 0.17 h / 25 °C / Industry scale

2.2: 1 h / 25 °C / Industry scale

2.3: 0.83 h / 25 - 30 °C / Industry scale

With hydrogen; N-ethyl-N,N-diisopropylamine; 20% palladium(II) hydroxide on carbon; In ethanol;