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

Base Information

• Chemical Name: Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside
• CAS No.: 303752-88-7
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58
• Mol file: 303752-88-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside 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: 69.0%

benzyl bromide (100-39-0) + (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) → Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside (303752-88-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

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

Reference yield:

D-galactose pentaacetate (25878-60-8) → Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside (303752-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1: SnCl₄

2: AGMP resin / methanol

3: ZnCl₂

4: NaH / dimethylformamide

With AGMP resin; tin(IV) chloride; sodium hydride; zinc(II) chloride; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00187a031

Reference yield:

benzaldehyde (100-52-7) → Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside (303752-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂

2: NaH / dimethylformamide

With sodium hydride; zinc(II) chloride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00187a031

upstream raw materials:

benzyl bromide

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

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

D-galactose pentaacetate

Downstream raw materials:

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

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

(2S,3S,4R)-2-azido-1-(((2S,4aS,6S,7R,8S,8aR)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)octadecane-3,4-diol

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