2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose

Base Information

• Chemical Name: 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose
• CAS No.: 168037-64-7
• Molecular Formula: C₂₇H₂₈O₆
• Molecular Weight: 448.516
• Mol file: 168037-64-7.mol

Synonyms:2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose

Chemical Property of 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose

There total 15 articles about 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose 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: 74.0%

Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside (303752-88-7) → 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose (168037-64-7)

Guidance literature:

With sodium acetate; palladium dichloride; In water; acetic acid;

DOI:10.1016/S0008-6215(00)00092-6

Reference yield:

(2S,4aR,7R,8R,8aR)-6-Allyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (20746-64-9,65987-12-4,71925-95-6,81600-93-3,84276-56-2,93382-48-0,100759-10-2,103619-31-4,119237-85-3,119237-96-6,146985-88-8) → 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose (168037-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C

2: 74 percent / NaOAc / PdCl₂ / acetic acid; H₂O

With sodium acetate; sodium hydride; palladium dichloride; In water; acetic acid; N,N-dimethyl-formamide; 1: Alkylation / 2: ether cleavage;

DOI:10.1016/S0008-6215(00)00092-6

Reference yield:

D-galactose pentaacetate (25878-60-8) → 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose (168037-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1: SnCl₄

2: AGMP resin / methanol

3: ZnCl₂

4: NaH / dimethylformamide

5: 2.) HgCl₂, H₂O / 1.) Ir(+)(COD)Ph₂PMe

With AGMP resin; water; tin(IV) chloride; sodium hydride; mercury dichloride; zinc(II) chloride; Ir(+)(COD)Ph₂PMe; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00187a031

upstream raw materials:

Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside

benzyl bromide

4,6-O-benzylidene-α,β-D-galactopyranose

(2S,4aR,7R,8R,8aR)-6-Allyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Downstream raw materials:

(S)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-galacto-hept-1-enitol

O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl) trichloroacetimidate

2,3-di-O-benzyl-4,6-O-benzylidene-D-galactonamide

1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-2-O-methanesulfonyl-D-arabino-1,2,3,4-octadecantetrol