(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol
• CAS No.: 220734-63-4
• Molecular Formula: C₇₀H₇₆O₁₂Si
• Molecular Weight: 1137.45

Synonyms:

Chemical Property of (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

There total 5 articles about (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol 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 (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester (220734-69-0) → (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol (220734-63-4)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(98)02579-9

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate (108869-64-3,130177-78-5,129163-12-8) → (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol (220734-63-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / TMSOTf

2: 91 percent / NaOMe / methanol

3: 81 percent / TMSOTf / diethyl ether

4: NaOMe / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether;

DOI:10.1016/S0040-4039(98)02579-9

Reference yield:

4-methoxy-phenol (150-76-5) → (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol (220734-63-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / TMSOTf

2: 91 percent / NaOMe / methanol

3: 81 percent / TMSOTf / diethyl ether

4: NaOMe / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether;

DOI:10.1016/S0040-4039(98)02579-9

upstream raw materials:

Acetic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-[(2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

4-methoxy-phenol

para-methoxyphenyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

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