(1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide

Base Information

• Chemical Name: (1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide
• CAS No.: 154014-02-5
• Molecular Formula: C₁₈H₂₄N₂O₇
• Molecular Weight: 380.398

Synonyms:(1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide

Chemical Property of (1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide

Chemical Property:

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Technology Process of (1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide

There total 1 articles about (1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.0^2,6]undecane-8-carboxylic acid 4-methoxy-benzylamide 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: 97.0%

C21H30N2O8 (175275-00-0) → (1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.02,6]undecane-8-carboxylic acid 4-methoxy-benzylamide (154014-02-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; Ambient temperature;

DOI:10.1016/S0040-4039(00)60134-X

Reference yield: 70.0%

(1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.02,6]undecane-8-carboxylic acid 4-methoxy-benzylamide (154014-02-5) → C18H20N2O7 (154014-03-6)

Guidance literature:

With Na₂CrO₇; sulfuric acid; In acetone;

DOI:10.1016/S0040-4039(00)60134-X

Reference yield:

(1R,2R,6R,7R)-7-Hydroxymethyl-4,4-dimethyl-3,5,9,11-tetraoxa-8-aza-tricyclo[5.3.1.02,6]undecane-8-carboxylic acid 4-methoxy-benzylamide (154014-02-5) → [5S-(5α,7α,8β,9β)]-1,3-diaza-8,9-dihydroxy-7-(hydroxymethyl)-6-oxaspiro[4.4]nonane-2,4-dione (130607-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / Na₂CrO₇, H₂SO₄ / acetone

2: ceric ammonium nitrate / acetonitrile; H₂O

3: 70 percent / Mo(CO)6 / acetonitrile; H₂O

4: CF₃COOH / H₂O / 0 °C

With ammonium cerium(IV) nitrate; hexacarbonyl molybdenum; Na₂CrO₇; sulfuric acid; trifluoroacetic acid; In water; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)60134-X

upstream raw materials:

C₂₁H₃₀N₂O₈

Downstream raw materials:

C₁₈H₂₀N₂O₇

[5S-(5α,7α,8β,9β)]-1,3-diaza-8,9-dihydroxy-7-(hydroxymethyl)-6-oxaspiro[4.4]nonane-2,4-dione

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