(1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane

Base Information

• Chemical Name: (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane
• CAS No.: 176389-15-4
• Molecular Formula: C₄₈H₄₉NO₇
• Molecular Weight: 751.92

Synonyms:(1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane

Chemical Property of (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane

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Technology Process of (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane

There total 3 articles about (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane 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: 66.0%

(1S,2S,3S,4R,5R)-4-Benzyloxy-2-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-6,8-dioxa-bicyclo[3.2.1]octan-3-ol (176389-14-3) → (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.02,4]nonane (176389-15-4)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; -50 deg C -> RT;

DOI:10.1071/C96155

Reference yield:

1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose (33208-46-7) → (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.02,4]nonane (176389-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / butan-1-ol / 72 h / 110 °C

2: 66 percent / triethylamine, methanesulfonyl chloride / CH₂Cl₂ / -50 deg C -> RT

With methanesulfonyl chloride; triethylamine; In dichloromethane; butan-1-ol;

DOI:10.1071/C96155

Reference yield:

(1R,2S,3S,4R)-1-amino-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-2,3,4-triol (128573-02-4) → (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.02,4]nonane (176389-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / butan-1-ol / 72 h / 110 °C

2: 66 percent / triethylamine, methanesulfonyl chloride / CH₂Cl₂ / -50 deg C -> RT

With methanesulfonyl chloride; triethylamine; In dichloromethane; butan-1-ol;

DOI:10.1071/C96155

upstream raw materials:

(1S,2S,3S,4R,5R)-4-Benzyloxy-2-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-6,8-dioxa-bicyclo[3.2.1]octan-3-ol

1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose

(1R,2S,3S,4R)-1-amino-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-2,3,4-triol

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