((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde

Base Information

• Chemical Name: ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde
• CAS No.: 327993-86-2
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 327993-86-2.mol

Synonyms:((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde

Chemical Property of ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde

There total 1 articles about ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde 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:

(1S,6R)-6-(benzyloxy)-3-cyclohexen-1-ol (281667-70-7) → ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde (327993-86-2)

Guidance literature:

(1S,6R)-6-(benzyloxy)-3-cyclohexen-1-ol; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; at 20 ℃; for 3h;

With sodium periodate; In acetone; at 20 ℃; for 0.166667h; Further stages.;

DOI:10.1002/chem.200390040

Reference yield:

decyltriphenylphosphonium bromide (32339-43-8) + ((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde (327993-86-2) → (4R,5S)-4-Benzyloxy-5-((Z)-dodec-2-enyl)-tetrahydro-furan-2-ol

Guidance literature:

decyltriphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃;

((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde; In tetrahydrofuran; toluene; at 0 ℃; for 2h; Further stages.;

DOI:10.1002/chem.200390040

Reference yield:

((2S,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-acetaldehyde (327993-86-2) → (6Z,3R,4S)-3-benzyloxy-6-hexadecene-1,4-diol (327993-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KHMDS / toluene; tetrahydrofuran / 0 °C

1.2: toluene; tetrahydrofuran / 2 h / 0 °C

2.1: 435 mg / NaBH₄ / methanol / 0.08 h / 20 °C

With sodium tetrahydroborate; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene; 1.2: Wittig reaction;

DOI:10.1002/chem.200390040

upstream raw materials:

(1S,6R)-6-(benzyloxy)-3-cyclohexen-1-ol

Downstream raw materials:

(6Z,3R,4S)-3-benzyloxy-6-hexadecene-1,4-diol