Zaragozic acid C 3,4,5-tris-tert-butyl ester

Base Information

Chemical Name:Zaragozic acid C 3,4,5-tris-tert-butyl ester
CAS No.:156767-39-4
Molecular Formula:C₅₂H₇₄O₁₄
Molecular Weight:923.151
Hs Code.:

Synonyms:Zaragozic acid C 3,4,5-tris-tert-butyl ester

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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 Zaragozic acid C 3,4,5-tris-tert-butyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

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Technology Process of Zaragozic acid C 3,4,5-tris-tert-butyl ester

There total 32 articles about Zaragozic acid C 3,4,5-tris-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: 99.0%

: (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-7-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-((E)-(R)-6-methyl-9-phenyl-non-4-enoyloxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

: 156767-39-4
Zaragozic acid C 3,4,5-tris-tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1021/ja00105a085

Reference yield: 76.0%

: 71432-55-8
2-tert-butyl-1,3-diisopropylisourea

: 146389-62-0
(+)-zaragozic acid

: 156767-39-4
Zaragozic acid C 3,4,5-tris-tert-butyl ester

Guidance literature:: In dichloromethane; at 25 ℃; for 16h;
DOI:10.1021/jo00087a054

Reference yield:

: 164215-29-6
(S)-2-[(R)-Benzyloxy-((R)-2,2-diethyl-[1,3]dioxolan-4-yl)-methyl]-but-3-yne-1,2-diol

: 156767-39-4
Zaragozic acid C 3,4,5-tris-tert-butyl ester

Guidance literature:: Multi-step reaction with 28 steps

1: Et₃N, DMAP

2: Et₃N / CH₂Cl₂

3: 1.) n-BuLi, LiBr / 1.) THF, 2.) THF

4: 93 percent / Dess-Martin oxidant

5: 60 percent / aq. Cr(OAc)2 / tetrahydrofuran / 65 °C

6: 93 percent / Bu₄NF / tetrahydrofuran

7: 1.) OsO₄, NMO, (DHQD)2PHAL, 2.) methanolic HCl, 3.) Et₃N, DMAP

8: 97 percent / DMAP / CH₂Cl₂ / 50 °C

9: 99 percent / H₂ / Pd(OH)2/C, Pd/CaCO₃

10: 90 percent / (COCl)2, DMSO / CH₂Cl₂

11: 78 percent / Me₃N / diethyl ether

12: 95 percent / AgNO₃, 2,6-lutidine

13: 84 percent / DIBAL-H / toluene

14: 95 percent / DMAP / CH₂Cl₂

15: 90 percent / Cl₂CHCO₂H / methanol

16: 90 percent / H₂ / Pd/C / pyridine

17: 94 percent / Dess-Matrin oxidant

18: aq. NaClO2, NaH2PO4, β-isoamylene / tetrahydrofuran

20: 90 percent / HF*pyridine / tetrahydrofuran

21: 94 percent / Dess-Martin oxidant

22: aq. NaClO2, NaH2PO4, β-isoamylene / tetrahydrofuran

24: 97 percent / O₃ / CH₂Cl₂; methanol / -78 °C

25: aq. NaClO2, NaH2PO4, β-isoamylene / tetrahydrofuran

27: 92 percent / 0.2percent methanolic K₂CO₃ / 0.5 h

28: DMAP / CH₂Cl₂

With 2,6-dimethylpyridine; hydrogenchloride; dichloro-acetic acid; dmap; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; chromium(II) acetate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; ozone; silver nitrate; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; lithium bromide; trimethylamine; palladium dihydroxide; palladium on activated charcoal; Lindlar's catalyst; calcium carbonate; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja00102a074