(1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

Base Information

• Chemical Name: (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol
• CAS No.: 134860-58-5
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44
• Mol file: 134860-58-5.mol

Synonyms:(1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

Chemical Property of (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

There total 3 articles about (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol 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: 100.0%

(1S,2S,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-1-hydroxy-2,4-dimethyl-pentan-3-one (134860-57-4) → (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol (134860-58-5)

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -20 ℃; for 12h;

DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

4,5-dimethyl-2-formylfuran (52480-43-0) → (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol (134860-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) aq. H₂O₂, pH₇ buffer / 1) CH₂Cl₂, 0 deg C, 12 h; 2) MeOH, 1 h

2: 100 percent / Me₄N*HB(OAc)3 / acetonitrile; acetic acid / 12 h / -20 °C

With pH₇ buffer; dihydrogen peroxide; tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;

DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

C33H51BO2 (134860-59-6) → (1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol (134860-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) aq. H₂O₂, pH₇ buffer / 1) CH₂Cl₂, 0 deg C, 12 h; 2) MeOH, 1 h

2: 100 percent / Me₄N*HB(OAc)3 / acetonitrile; acetic acid / 12 h / -20 °C

With pH₇ buffer; dihydrogen peroxide; tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;

DOI:10.1016/S0040-4039(00)74320-6

upstream raw materials:

(1S,2S,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-1-hydroxy-2,4-dimethyl-pentan-3-one

4,5-dimethyl-2-formylfuran

C₃₃H₅₁BO₂

Downstream raw materials:

(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

(1S,3R,4R,5S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1,4,8-trimethyl-2,9-dioxa-bicyclo[3.3.1]non-7-en-6-one

(1S,2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentan-1-ol

(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one