(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

Base Information

Chemical Name:(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane
CAS No.:936112-44-6
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

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Chemical Property of (1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

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Technology Process of (1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

There total 7 articles about (1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane 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: 44.0%

: 936112-26-4
methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

: 936112-44-6
(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 48h;
DOI:10.1021/jo070014o

Reference yield:

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

: 936112-44-6
(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / sodium methoxide / methanol / 0 - 20 °C

2.1: 84 percent / TEA; MeSO₂Cl / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 87 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

4.1: ozone / CH₂Cl₂ / -78 °C

4.2: 63 percent / dimethyl sulfide

5.1: KMnO₄; sulfuric acid / acetone; H₂O / 0.5 h / 20 °C

5.2: 73 percent / NaHCO₃ / dimethylformamide / 20 °C

6.1: 44 percent / potassium carbonate / methanol / 48 h / 20 °C

With sodium tetrahydroborate; potassium permanganate; TEA; sulfuric acid; sodium methylate; potassium carbonate; ozone; methanesulfonyl chloride; In methanol; dichloromethane; water; acetone; 1.1: Henry reaction;
DOI:10.1021/jo070014o

Reference yield:

: 936112-24-2
2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetaldehyde

: 936112-44-6
(1S,2S,3R,4R,6S)-1-methoxycarbonylmethyl-2,3-di-O-benzyl-4-hydroxy-6-nitrocyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1.1: KMnO₄; sulfuric acid / acetone; H₂O / 0.5 h / 20 °C

1.2: 73 percent / NaHCO₃ / dimethylformamide / 20 °C

2.1: 44 percent / potassium carbonate / methanol / 48 h / 20 °C

With potassium permanganate; sulfuric acid; potassium carbonate; In methanol; water; acetone;
DOI:10.1021/jo070014o