(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran
CAS No.:214476-18-3
Molecular Formula:C₃₀H₃₄O₄
Molecular Weight:458.598
Hs Code.:

Synonyms:(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Suppliers and Price of (2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

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 (2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

There total 7 articles about (2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran 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: 80.0%

: 1826-67-1
vinyl magnesium bromide

: 214476-17-2
(3R,4R,5S,6R)-2-Benzenesulfonyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-methyl-tetrahydro-pyran

: 214476-18-3
(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; dichloromethane; Ambient temperature;
DOI:10.1055/s-1998-3140

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 214476-18-3
(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / NaOH, H₂O, Et₃NBnCl / benzene / 5 h / Ambient temperature

2: 78 percent / Bu₃SnH, AIBN / benzene / Heating

3: NIS / 48 h / Ambient temperature

4: Bu₃SnH, AIBN

5: 95 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

6: 94 percent / m-CPBA / CH₂Cl₂ / 4 h / 0 - 20 °C

7: 80 percent / ZnCl₂ / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With sodium hydroxide; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; N-benzyl-N,N,N-triethylammonium chloride; water; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1055/s-1998-3140

Reference yield:

: 162428-31-1
3,4,6-tri-O-benzyl-1,5-anhydro-2-deoxy-1,2-C-methylene-D-glycero-D-gulohexitol

: 214476-18-3
(2R,3S,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methyl-6-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: NIS / 48 h / Ambient temperature

2: Bu₃SnH, AIBN

3: 95 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

4: 94 percent / m-CPBA / CH₂Cl₂ / 4 h / 0 - 20 °C

5: 80 percent / ZnCl₂ / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1998-3140