methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

Base Information

Chemical Name:methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate
CAS No.:176381-71-8
Molecular Formula:C₂₈H₃₃NO₄
Molecular Weight:447.574
Hs Code.:

Synonyms:methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

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Chemical Property of methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

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Technology Process of methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

There total 3 articles about methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate 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: 61.0%

: 176381-66-1
methyl (5R,6S)-(+)-6-(dibenzylamino)-5-hydroxy-3-oxo-7-phenylheptanoate

: 176381-71-8
methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

Guidance literature:: methyl (5R,6S)-(+)-6-(dibenzylamino)-5-hydroxy-3-oxo-7-phenylheptanoate; With tributyl borane; Trimethylacetic acid; In tetrahydrofuran; at 20 ℃; for 0.25h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -95 - 20 ℃;
DOI:10.1135/cccc20030975

Reference yield:

: 81114-98-9
Chan's diene

: 176381-71-8
methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

2.1: tributylborane; pivalic acid / tetrahydrofuran / 0.25 h / 20 °C

2.2: 61 percent / NaBH₄ / tetrahydrofuran; methanol / -95 - 20 °C

With tributyl borane; titanium tetrachloride; Trimethylacetic acid; In tetrahydrofuran; dichloromethane; 1.1: Mukaiyama aldol reaction;
DOI:10.1135/cccc20030975

Reference yield:

: 123054-12-6,123808-74-2,136370-73-5,111060-64-1
(2S)-N,N-dibenzylphenylalaninal

: 176381-71-8
methyl (3S,5R,6S)-(+)-6-(dibenzylamino)-3,5-dihydroxy-7-phenylheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

2.1: tributylborane; pivalic acid / tetrahydrofuran / 0.25 h / 20 °C

2.2: 61 percent / NaBH₄ / tetrahydrofuran; methanol / -95 - 20 °C

With tributyl borane; titanium tetrachloride; Trimethylacetic acid; In tetrahydrofuran; dichloromethane; 1.1: Mukaiyama aldol reaction;
DOI:10.1135/cccc20030975