5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide

Base Information

• Chemical Name: 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide
• CAS No.: 201593-51-3
• Molecular Formula: C₃₉H₄₅O₈PS
• Molecular Weight: 704.821

Synonyms:5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide

Chemical Property of 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide

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Technology Process of 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide

There total 4 articles about 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide 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: 59.8%

2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) + 2-Hydroxy-5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane triethylammonium salt (4090-61-3) → 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide (201593-51-3)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; for 34h; Ambient temperature;

Reference yield: 55.5%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate (4196-36-5) + 2-Hydroxy-5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane triethylammonium salt (4090-61-3) → 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide (201593-51-3)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; for 23h; Ambient temperature;

Reference yield: 50.5%

1-O-benzoyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose (63053-84-9) + 2-Hydroxy-5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane triethylammonium salt (4090-61-3) → 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide (201593-51-3)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; for 24h; Ambient temperature;

upstream raw materials:

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

2-Hydroxy-5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane triethylammonium salt

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate

2,3,4,6-tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide

2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-ido-heptononitrile

2-(1'-deoxy-2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)furan

1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene

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