(2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Base Information

• Chemical Name: (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol
• CAS No.: 196860-47-6
• Molecular Formula: C₁₉H₃₄O₃Si
• Molecular Weight: 338.563

Synonyms:(2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Chemical Property of (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

There total 4 articles about (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-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:

(S)-4-Benzyl-3-[(2S,3S,4R)-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentanoyl]-oxazolidin-2-one → (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (196860-47-6)

Guidance literature:

With lithium borohydride; In diethyl ether; Yield given;

DOI:10.1016/S0040-4039(97)01521-9

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (196860-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / dimethylformamide

2: aq. LiBH₄ / diethyl ether

With 2,6-dimethylpyridine; lithium borohydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01521-9

Reference yield:

(R)-2-benzyloxypropanal (53346-05-7,41954-96-5,81445-44-5,81445-45-6) → (2R,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (196860-47-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / Bu₂BOTf, Et₃N / CH₂Cl₂

2: 2,6-lutidine / dimethylformamide

3: aq. LiBH₄ / diethyl ether

With 2,6-dimethylpyridine; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01521-9

upstream raw materials:

t-butyldimethylsiyl triflate

(R)-2-benzyloxypropanal

(S)-4-Benzyl-3-((2S,3S,4R)-4-benzyloxy-3-hydroxy-2-methyl-pentanoyl)-oxazolidin-2-one

Downstream raw materials:

(4R,5S,6R)-6-Benzyloxy-2-[(1S,3R,4S,5S,6R,7R,8R,9R)-5,7-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-6-methyl-11-oxa-tricyclo[6.2.1.0^4,9]undec-3-yl]-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hept-1-en-3-ol

(4R,4aS,5S,6R,7R,8R,8aR)-5,7-Bis-benzyloxy-4-[(E)-(3R,4S,5R)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-hex-1-enyl]-8-methoxymethoxy-6-methyl-octahydro-naphthalen-2-one

(2S,3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentanal

[(1S,2S)-1-((R)-1-Benzyloxy-ethyl)-3-iodo-2-methyl-propoxy]-tert-butyl-dimethyl-silane

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