1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

Base Information

Chemical Name:1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside
CAS No.:936112-19-5
Molecular Formula:C₂₃H₂₅NO₅
Molecular Weight:395.455
Hs Code.:

Synonyms:1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

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Chemical Property of 1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

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Technology Process of 1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

There total 3 articles about 1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside 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: 84.0%

: 936112-17-3
1-(5-allyl-3,4-bis-benzyloxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

: 936112-19-5
1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

Guidance literature:: With TEA; methanesulfonyl chloride; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo070014o

Reference yield:

: 936112-16-2
1-C-allyl 2,3-di-O-benzyl-5-aldo-α-D-ribofuranoside

: 936112-19-5
1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / sodium methoxide / methanol / 0 - 20 °C

2: 84 percent / TEA; MeSO₂Cl / CH₂Cl₂ / 0.5 h / 0 °C

With TEA; sodium methylate; methanesulfonyl chloride; In methanol; dichloromethane; 1: Henry reaction;
DOI:10.1021/jo070014o

Reference yield:

: 842130-93-2
((2R,3R,4S,5R)-5-Allyl-3,4-bis-benzyloxy-tetrahydro-furan-2-yl)-methanol

: 936112-19-5
1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hex-5-eno-furanoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / cyanuric chloride; DMSO; TEA / tetrahydrofuran / -30 - 20 °C

2: 88 percent / sodium methoxide / methanol / 0 - 20 °C

3: 84 percent / TEA; MeSO₂Cl / CH₂Cl₂ / 0.5 h / 0 °C

With 1,3,5-trichloro-2,4,6-triazine; TEA; sodium methylate; dimethyl sulfoxide; methanesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; 2: Henry reaction;
DOI:10.1021/jo070014o