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

Base Information

• Chemical Name: (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne
• CAS No.: 114861-07-3
• Molecular Formula: C₄₄H₄₈O₄Si
• Molecular Weight: 668.948

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

Chemical Property of (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne

Chemical Property:

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Technology Process of (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne

There total 4 articles about (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne 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: 95.0%

benzyl bromide (100-39-0) + (2R,3R)-6-<<(1,1-dimethylethyl)silyl>oxy>-2-(phenylmethoxy)-3-<(phenylmethoxy)methyl>-4-hexyn-2-ol (114861-06-2) → (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne (114861-07-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 25 ℃; for 16h;

DOI:10.1021/ja00222a028

Reference yield:

(S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane (81177-24-4) → (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne (114861-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / n-BuLi, diethylaluminum chloride / hexane; toluene / 0.5 h / -40 °C

2: 95 percent / NaH / tetrahydrofuran / 16 h / 0 - 25 °C

With n-butyllithium; diethylaluminium chloride; sodium hydride; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ja00222a028

Reference yield:

tert-butyl(diphenyl)(2-propynyloxy)silane (88159-06-2) → (4R,5R)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5,6-bis(phenylmethoxy)-4-<(phenylmethoxy)methyl>-2-hexyne (114861-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / n-BuLi, diethylaluminum chloride / hexane; toluene / 0.5 h / -40 °C

2: 95 percent / NaH / tetrahydrofuran / 16 h / 0 - 25 °C

With n-butyllithium; diethylaluminium chloride; sodium hydride; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ja00222a028

upstream raw materials:

benzyl bromide

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

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

tert-butyl(diphenyl)(2-propynyloxy)silane

Downstream raw materials:

C₄₀H₆₂O₅Si₂

(2R,4R,5R)-5-[(S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

{(2R,4R,5R)-5-[(S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-4-yl}-methanol

(3S,4S,5R)-5,6-Bis-benzyloxy-4-benzyloxymethyl-hexane-1,3-diol

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