1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol

Base Information

• Chemical Name: 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol
• CAS No.: 1094382-79-2
• Molecular Formula: C₃₅H₃₄Cl₂O₅
• Molecular Weight: 605.558

Synonyms:1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol

Chemical Property of 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol

Chemical Property:

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Technology Process of 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol

There total 1 articles about 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol 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: 88.0%

2,3,4,6-tetra-O-benzyl 1,5-anhydro-D-arabino-hex-1-enitol (4132-26-7) + chloroform (67-66-3,8013-54-5) → 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol (1094382-79-2)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In water; for 2h;

DOI:10.1021/jo801967s

Reference yield: 97.0%

1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol (1094382-79-2) → 1-azido-1-deoxy-2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-D-arabino-hept-2-enoseptanoside (1094383-30-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 75 ℃; for 36h;

DOI:10.1021/jo801967s

Reference yield: 88.0%

1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-D-galacto-hexitol (1094382-79-2) + silver(I) acetate (563-63-3) + allyl alcohol (107-18-6) → allyl 2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside (1608472-06-5) + acetyl 2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabinohept-2-enoseptanoside (1608472-12-3)

Guidance literature:

In toluene; for 48h; Reflux;

DOI:10.1016/j.carres.2014.01.023

upstream raw materials:

2,3,4,6-tetra-O-benzyl 1,5-anhydro-D-arabino-hex-1-enitol

chloroform

Downstream raw materials:

1-azido-1-deoxy-2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-D-arabino-hept-2-enoseptanoside

methyl O-(2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanosyl)-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

methyl O-(2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

phenyl 2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-D-arabino-hept-2-enoseptanoside

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