(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

Base Information

Chemical Name:(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate
CAS No.:872168-01-9
Molecular Formula:C₂₇H₃₀O₆S
Molecular Weight:482.598
Hs Code.:

Synonyms:(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

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Chemical Property of (2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

Chemical Property:

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Technology Process of (2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

There total 6 articles about (2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate 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:

: 872167-99-2
(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-oxopentanoate

: 872168-01-9
(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

Guidance literature:: (2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-oxopentanoate; With zinc dibromide; In tetrahydrofuran; at 20 ℃; for 1h;

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 1.5h;
DOI:10.1021/ol0523603

Reference yield:

: 195874-05-6
(2S,3S)-dimethyl 2,3-bis(benzyloxy)succinate

: 872168-01-9
(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / -78 - -40 °C

1.2: 57 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: zinc bromide / tetrahydrofuran / 1 h / 20 °C

2.2: diisobutylaluminum hydride / tetrahydrofuran; toluene / 1.5 h / -78 °C

With zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1021/ol0523603

Reference yield:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 872168-01-9
(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / -78 - -40 °C

1.2: 57 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: zinc bromide / tetrahydrofuran / 1 h / 20 °C

2.2: diisobutylaluminum hydride / tetrahydrofuran; toluene / 1.5 h / -78 °C

With zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1021/ol0523603