(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

Base Information

Chemical Name:(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol
CAS No.:429675-61-6
Molecular Formula:C₂₅H₂₉IO₅
Molecular Weight:536.407
Hs Code.:

Synonyms:(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

There total 8 articles about (2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-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: 56.0%

: 429675-58-1
(R)-1-((2S,3S,4R,5R)-2-Allyl-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-prop-2-en-1-ol

: 429675-61-6
(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

: (2S,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

Guidance literature:: With iodine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/1521-3765(20020902)8:17<3976::AID-CHEM3976>3.0.CO;2-7

Reference yield:

: 111085-83-7
1-(3,4,6-tri-O-benzyl-α-D-fructofuranosyl)-2-propene

: 429675-61-6
(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: DMSO; Ac₂O / 24 h

2: 0.375 g / tetrahydrofuran / 1 h

3: 56 percent / I₂ / CH₂Cl₂ / 2 h / 20 °C

With iodine; acetic anhydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 2: Grignard reaction;
DOI:10.1002/1521-3765(20020902)8:17<3976::AID-CHEM3976>3.0.CO;2-7

Reference yield:

: 429675-57-0
(2R,3S,4R,5R)-2-Allyl-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbaldehyde

: 429675-61-6
(2R,3R,3aS,5R,6R,6aS)-3a-Allyl-6-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 0.375 g / tetrahydrofuran / 1 h

2: 56 percent / I₂ / CH₂Cl₂ / 2 h / 20 °C

With iodine; In tetrahydrofuran; dichloromethane; 1: Grignard reaction;
DOI:10.1002/1521-3765(20020902)8:17<3976::AID-CHEM3976>3.0.CO;2-7