(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

Base Information

Chemical Name:(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid
CAS No.:1026400-12-3
Molecular Formula:C₃₅H₆₄O₄Si
Molecular Weight:576.976
Hs Code.:

Synonyms:(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

Chemical Property:

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Technology Process of (2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

There total 3 articles about (2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid 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:

: 1026575-03-0
(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanal

: 1026400-12-3
(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol; 1.) 0 deg C, 3 h, 2.) room temp., 30 min;
DOI:10.1021/jo00079a022

Reference yield:

: (6R)-6-(Benzyloxy)-3-hexyl-4-hydroxy-1-heptadecene

: 1026400-12-3
(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole, DMAP / dimethylformamide / 20 h / 55 °C

2: 1.) O₃, 2.) Me₂S, Et₃N / 1.) MeOH, CH₂Cl₂, -78 deg C, 4.5 h, 2.) room temp., 1 h

3: NaClO₂, NaH₂PO₄*H₂O / various solvent(s); 2-methyl-propan-2-ol; H₂O / 1.) 0 deg C, 3 h, 2.) room temp., 30 min

With 1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; ozone; triethylamine; In water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo00079a022

Reference yield:

: (3R,4S,6R)-6-(Benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-hexyl-1-heptadecene

: 1026400-12-3
(2S,3S,5R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hexyl-hexadecanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃, 2.) Me₂S, Et₃N / 1.) MeOH, CH₂Cl₂, -78 deg C, 4.5 h, 2.) room temp., 1 h

2: NaClO₂, NaH₂PO₄*H₂O / various solvent(s); 2-methyl-propan-2-ol; H₂O / 1.) 0 deg C, 3 h, 2.) room temp., 30 min

With sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; ozone; triethylamine; In water; tert-butyl alcohol;
DOI:10.1021/jo00079a022