(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene

Base Information

• Chemical Name: (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene
• CAS No.: 194807-89-1
• Molecular Formula: C₃₅H₄₆O₆Sn
• Molecular Weight: 681.457

Synonyms:(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene

Chemical Property of (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene

Chemical Property:

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Technology Process of (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene

There total 1 articles about (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene 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:

3,4,6-tri-O-benzyl-D-mannopyranose (20672-66-6) + di(n-butyl)tin oxide (818-08-6) → (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene (194807-89-1)

Guidance literature:

In methanol; reflux;

DOI:10.1021/ja971574f

Reference yield: 84.0%

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene (194807-89-1) + 2-O-acetyl-3,4,6-tri-O-benzyl-1-deoxy-α-D-mannopyranosyl fluoride (124684-91-9) → C85H90O18

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at 0 - 25 ℃; for 24h;

DOI:10.1021/ja971574f

Reference yield: 70.0%

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dibutyl-tetrahydro-1,3,4-trioxa-2-stanna-indene (194807-89-1) + 2-O-acetyl-3,4,6-tri-O-benzyl-1-deoxy-α-D-mannopyranosyl fluoride (124684-91-9) → Acetic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester + C85H90O18

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at 0 - 25 ℃; for 24h;

DOI:10.1021/ja971574f

upstream raw materials:

3,4,6-tri-O-benzyl-D-mannopyranose

di(n-butyl)tin oxide

Downstream raw materials:

benzyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-glucopyranoside

benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

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