(2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran
• CAS No.: 916453-29-7
• Molecular Formula: C₅₄H₅₂O₆S
• Molecular Weight: 829.069

Synonyms:(2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran

Chemical Property of (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran

Chemical Property:

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Technology Process of (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran

There total 4 articles about (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran 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:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran-3-yl ester → (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran (916453-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol

2: NaH

With sodium methylate; sodium hydride; In methanol;

DOI:10.1016/j.tetlet.2006.09.003

Reference yield:

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose (19879-84-6,56981-51-2,72541-16-3,72748-72-2,92691-83-3,110660-22-5,50615-66-2) → (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran (916453-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 20 °C

2: NaOMe / methanol

3: NaH

With pyridine; sodium methylate; sodium hydride; In methanol;

DOI:10.1016/j.tetlet.2006.09.003

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran (916453-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 20 °C

2: NaOMe / methanol

3: NaH

With pyridine; sodium methylate; sodium hydride; In methanol;

DOI:10.1016/j.tetlet.2006.09.003

upstream raw materials:

benzyl bromide

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose

mono-4-methoxytrityl chloride

Downstream raw materials:

C₃₈H₄₄O₆S₂

C₃₇H₄₂O₆S

2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose

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