(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one
CAS No.:116376-49-9
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Suppliers and Price of (3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

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 (3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

There total 9 articles about (3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one 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: 70.6%

: 116376-48-8,116497-36-0
(3S,5S,6R)-6-[(1S,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-butyl]-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-one

: 116376-49-9
(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jo00256a023

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 116376-49-9
(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 8 steps

2: 75.4 percent / imidazole, benzyl alcohol / dimethylformamide / 48 h / Ambient temperature

3: 85 percent / N-methylmorpholine N-oxide, tert-butyl alcohol, OsO₄ / acetone; H₂O / Ambient temperature

4: 100 percent / aq. NaIO₄ / acetone / 8 h / Ambient temperature

5: CH₂Cl₂ / 0 - 40 °C

6: 92 percent / H₂, Rh₂(OAc)4, triphenylphosphine / ethyl acetate / 16 h / 100 °C / 18565.6 Torr

7: 66.5 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h

8: 1.) LDA, HMPA / 1.) THF, -78 deg C, 15 min, 2.) 4 h

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dirhodium tetraacetate; sodium periodate; osmium(VIII) oxide; hydrogen; 4-methylmorpholine N-oxide; triphenylphosphine; pyridinium chlorochromate; benzyl alcohol; tert-butyl alcohol; lithium diisopropyl amide; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00256a023

Reference yield:

: 116376-13-7,116376-46-6,116497-21-3
(4R^*,3R^*)-1-(benzyloxy)-4-methoxy-5-hexen-3-ol

: 116376-49-9
(3R,5R,6S)-6-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 75.4 percent / imidazole, benzyl alcohol / dimethylformamide / 48 h / Ambient temperature

2: 85 percent / N-methylmorpholine N-oxide, tert-butyl alcohol, OsO₄ / acetone; H₂O / Ambient temperature

3: 100 percent / aq. NaIO₄ / acetone / 8 h / Ambient temperature

4: CH₂Cl₂ / 0 - 40 °C

5: 92 percent / H₂, Rh₂(OAc)4, triphenylphosphine / ethyl acetate / 16 h / 100 °C / 18565.6 Torr

6: 66.5 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h

7: 1.) LDA, HMPA / 1.) THF, -78 deg C, 15 min, 2.) 4 h

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dirhodium tetraacetate; sodium periodate; osmium(VIII) oxide; hydrogen; 4-methylmorpholine N-oxide; triphenylphosphine; pyridinium chlorochromate; benzyl alcohol; tert-butyl alcohol; lithium diisopropyl amide; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00256a023