(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester
CAS No.:575444-11-0
Molecular Formula:C₃₇H₃₉NO₆
Molecular Weight:593.72
Hs Code.:

Synonyms:(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

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Chemical Property of (3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

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Technology Process of (3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

There total 9 articles about (3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic 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:

: 112741-49-8,173397-90-5
tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate

: 575444-14-3
1-Benzyloxy-5-bromomethyl-2-methoxy-3-methyl-benzene

: 575444-11-0
(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(03)01082-7

Reference yield:

: 82628-68-0
3,4-dihydroxy-5-methylbenzaldehyde

: 575444-11-0
(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / Et₃N / dimethylformamide

2: 88 percent / K₂CO₃ / acetone

3: 82 percent / TBAF / tetrahydrofuran

4: 86 percent / K₂CO₃ / acetone

5: 100 percent / LiAlH₄ / diethyl ether

6: 94 percent / CBr₄; Ph₃P / tetrahydrofuran

7: NaHDMS / tetrahydrofuran / -78 °C

With lithium aluminium tetrahydride; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(03)01082-7

Reference yield:

: 100-39-0
benzyl bromide

: 575444-11-0
(3S,5S,6R)-3-(3-Benzyloxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / K₂CO₃ / acetone

2: 100 percent / LiAlH₄ / diethyl ether

3: 94 percent / CBr₄; Ph₃P / tetrahydrofuran

4: NaHDMS / tetrahydrofuran / -78 °C

With lithium aluminium tetrahydride; carbon tetrabromide; sodium hexamethyldisilazane; potassium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1016/S0040-4039(03)01082-7