(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran
CAS No.:440362-89-0
Molecular Formula:C₃₄H₄₀O₅
Molecular Weight:528.689
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

There total 4 articles about (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-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: 63.0%

: 440362-87-8
(2S,3S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(3-butenyl)-tetrahydro-pyran-3-acetate

: 74-95-3
1,1-dibromomethane

: 440362-89-0
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

Guidance literature:: With titanium tetrachloride; zinc; In tetrahydrofuran; dichloromethane; at 65 ℃; for 4.5h;
DOI:10.1016/S0040-4020(02)00057-1

Reference yield:

: 193546-84-8
3-C-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glycopyranosyl)propene

: 440362-89-0
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: BH₃ / tetrahydrofuran / 2 h / 0 °C

1.2: 73 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

2.1: (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -60 °C

2.2: 94 percent / NEt₃ / CH₂Cl₂ / -60 - 20 °C

3.1: BuLi / tetrahydrofuran / 0 - 20 °C

3.2: 79 percent / tetrahydrofuran / 0.25 h / 0 °C

4.1: 63 percent / TiCl₄; Zn; further reagents / CH₂Cl₂; tetrahydrofuran / 4.5 h / 65 °C

With n-butyllithium; oxalyl dichloride; borane; titanium tetrachloride; dimethyl sulfoxide; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00057-1

Reference yield:

: 440362-97-0
Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(3-oxo-propyl)-tetrahydro-pyran-3-yl ester

: 440362-89-0
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-but-3-enyl-5-isopropenyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran / 0 - 20 °C

1.2: 79 percent / tetrahydrofuran / 0.25 h / 0 °C

2.1: 63 percent / TiCl₄; Zn; further reagents / CH₂Cl₂; tetrahydrofuran / 4.5 h / 65 °C

With n-butyllithium; titanium tetrachloride; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00057-1