(5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol

Base Information

• Chemical Name: (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol
• CAS No.: 1138239-06-1
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.435

Synonyms:(5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol

Chemical Property of (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol

Chemical Property:

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Technology Process of (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol

There total 2 articles about (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol 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: 90.0%

C18H20O3 (1138239-05-0) + acetone (67-64-1) → (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol (1138239-06-1)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 4h;

DOI:10.1016/j.tetlet.2009.01.050

Reference yield: 85.0%

C21H24O4 (1245627-36-4) → (5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol (1138239-06-1)

Guidance literature:

With zinc(II) tetrahydroborate; In tetrahydrofuran; at -20 ℃; for 12h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/hlca.200900342

Reference yield: 95.0%

(5R)-1-O-benzyl-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol (1138239-06-1) + t-butyldimethylsiyl triflate (69739-34-0) → (5R)-1-O-benzyl-5-O-[(tert-butyl)(dimethyl)silyl]-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol (1138239-07-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 25 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.01.050

upstream raw materials:

C₁₈H₂₀O₃

acetone

C₂₁H₂₄O₄

Downstream raw materials:

(5R)-1-O-benzyl-5-O-[(tert-butyl)(dimethyl)silyl]-2-deoxy-3,4-O-(1-methylethylidene)-5-C-phenyl-D-erythro-pentitol

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