((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

Base Information

Chemical Name:((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester
CAS No.:201533-32-6
Molecular Formula:C₃₃H₃₇IO₇
Molecular Weight:672.557
Hs Code.:

Synonyms:((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

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Chemical Property of ((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

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Technology Process of ((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

There total 3 articles about ((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester 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: 69.0%

: 201533-27-9
3-((2R,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

: 201533-32-6
((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

Guidance literature:: With iodine; In acetonitrile; at 0 - 20 ℃; for 16h;
DOI:10.1055/s-1998-3125

Reference yield:

: 143615-35-4
2,3,4,6-tetra-O-benzyl-D-galactopyranosyl fluoride

: 201533-32-6
((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / BF₃*OEt₂ / acetonitrile / 45 h / 0 °C

2: I₂ / acetonitrile / Ambient temperature

With boron trifluoride diethyl etherate; iodine; In acetonitrile;
DOI:10.1016/S0040-4020(98)00926-0

Reference yield:

: 78153-79-4,89025-46-7,94898-42-7,101966-50-1,122741-44-0,143615-35-4,94898-43-8
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride

: 201533-32-6
((3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / BF₃*Et₂O / acetonitrile / 1 h / -30 - 0 °C

2: 69 percent / I₂ / acetonitrile / 16 h / 0 - 20 °C

With boron trifluoride diethyl etherate; iodine; In acetonitrile;
DOI:10.1055/s-1998-3125