(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

Base Information

Chemical Name:(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol
CAS No.:114861-06-2
Molecular Formula:C₃₇H₄₂O₄Si
Molecular Weight:578.824
Hs Code.:

Synonyms:(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

Suppliers and Price of (2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

There total 1 articles about (2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol 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: 85.0%

: 81177-24-4
(S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane

: 106799-20-6
<<(tert-butyldiphenylsilyl)oxy>propargyl>diethylalane

: 114861-06-2
(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

Guidance literature:: In hexane; toluene; at -78 - 0 ℃; for 0.5h;
DOI:10.1021/ja00241a062

Reference yield: 95.0%

: 100-39-0
benzyl bromide

: 114861-06-2
(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

: 114861-07-3
(4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 25 ℃; for 16h;
DOI:10.1021/ja00222a028

Reference yield:

: 114861-06-2
(2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol

: <2R-<2α,4α,5β,5(S^*)>>-5-<1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-2-phenyl-1,3-dioxane-4-carboxaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / NaH / tetrahydrofuran / 16 h / 0 - 25 °C

2: 87 percent / n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

3: 93 percent / Red-Al / toluene; diethyl ether / 3 h / Ambient temperature

4: 1.) (-)-diethyltartarate, Ti(O-i-Pr)4, t-BuOOH; 2.) 10percent tartaric acid / 1.) CH₂Cl₂, -20 gradC, 16 h; 2.) CH₂Cl₂, -20 gradC, 1 h; 3.) CH₂Cl₂, 25 gradC, 1 h

5: 96 percent / Red-Al / tetrahydrofuran / 4 h / 0 °C

6: 92 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

7: 95 percent / H₂ / 20percent Pd(OH)2-C / ethanol / 0.5 h / 25 °C

8: 80 percent / camphorsulfonic acid / benzene / 1 h / Ambient temperature

9: 94 percent / triethylamine, SO₃*pyr complex / dimethylsulfoxide; CH₂Cl₂ / 4 h / 25 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; tartaric acid; (-)-diethyl tartrate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium hydroxide - carbon; camphor-10-sulfonic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00222a028