(1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane

Base Information

• Chemical Name: (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane
• CAS No.: 467435-67-2
• Molecular Formula: C₂₁H₂₃N₃O₂
• Molecular Weight: 349.433

Synonyms:(1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane

Chemical Property of (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane

Chemical Property:

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Technology Process of (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane

There total 2 articles about (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane 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: 74.0%

(1S,2R,4S,5R)-4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol (259659-49-9) → (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane (467435-67-2)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 60h;

DOI:10.1016/S0968-0896(02)00099-8

Reference yield:

C22H26O5S → (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane (467435-67-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.tet.2009.08.035

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + (1R,2S,4S,5S)-[4-azido-2-(phenylmethoxy)bicyclo[3.1.0]hexyl](phenylmethoxy)methane (467435-67-2) → tert-butyl (1S,2S,4S,5R)-4-benzyloxy-5-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ylcarbamate

Guidance literature:

With Lindlar's catalyst; hydrogen; In methanol; at 20 ℃;

DOI:10.1016/j.tet.2009.08.035

upstream raw materials:

(1S,2R,4S,5R)-4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol

Downstream raw materials:

(1S,2S,4S,5R)-4-phenylmethoxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-ylamine

(1R,2S,4S,5S)-(1-(phenylmethoxy)methyl-2-(phenylmethoxy)bicyclo[3.1.0]hex-4-yl)-1,2,3-triazolo[5,4-d]pyrimidine-7-ylamine

(1S,2S,4S,5R)-(5-amino-6-chloropyrimidin-4-yl){4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amine

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