(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

Base Information

Chemical Name:(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester
CAS No.:98009-23-5
Molecular Formula:C₂₅H₃₆O₅Si
Molecular Weight:444.643
Hs Code.:

Synonyms:(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

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Chemical Property of (5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

Chemical Property:

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Technology Process of (5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

There total 7 articles about (5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl 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:

: 93292-42-3
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose

: 98009-23-5
(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) H₂ / 2.) 5percent Pd-C / 1.) methylene dichloride

2: trifluoroacetic acid, water / tetrahydrofuran

With water; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)99055-5

Reference yield:

: 93292-41-2
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-O-isopropylidene-D-erythro-pentose diethyl dithioacetal

: 98009-23-5
(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: N-chlorosuccinimide/silver nitrate / acetonitrile; H₂O / -20 °C

2: 2.) H₂ / 2.) 5percent Pd-C / 1.) methylene dichloride

3: trifluoroacetic acid, water / tetrahydrofuran

With N-chloro-succinimide; water; hydrogen; silver nitrate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/S0040-4039(00)99055-5

Reference yield:

: 72036-30-7
ethyl 3-lithiopropiolate

: 98009-23-5
(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / BF₃*OEt₂ / diethyl ether / 1 h / -100 °C

2: 95 percent / H₂ / PtO₂ / ethanol

3: imidazole / dimethylformamide / 18 h / 80 °C

4: aq.TFA / tetrahydrofuran / 4 h / Ambient temperature

With 1H-imidazole; boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)92034-3