[(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester

Base Information

• Chemical Name: [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester
• CAS No.: 121421-27-0
• Molecular Formula: C₂₃H₃₅O₆P
• Molecular Weight: 438.501

Synonyms:[(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester

Chemical Property of [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester

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Technology Process of [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester

There total 2 articles about [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester 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: 31.0%

<2R,2'R-(2α,2'α,3aα,3a'α,4α,4'α,7α,7'α,7aα,7a'α)>-2,2'-Oxybis(2,3,3a,4,5,6,7,7a-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran) (87248-50-8) + <2-(Benzyloxy)-1-hydroxyethyl>phosphonsaeure-dimethylester (121421-26-9) → [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester (121421-27-0) + [(R)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester (121329-95-1)

Guidance literature:

With 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; for 1h;

Reference yield:

benzyloxyacetoaldehyde (60656-87-3) → [(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester (121421-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DBU / CH₂Cl₂ / 1 h

2: 18 percent / p-toluenesulfonic acid hydrate, molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h

With 4 A molecular sieve; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

Reference yield: 89.0%

[(S)-2-Benzyloxy-1-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-ethyl]-phosphonic acid dimethyl ester (121421-27-0) → (S)-(+)-<2-(Benzyloxy)-1-hydroxyethyl>phosphonsaeure-dimethylester (121329-94-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

<2R,2'R-(2α,2'α,3aα,3a'α,4α,4'α,7α,7'α,7aα,7a'α)>-2,2'-Oxybis(2,3,3a,4,5,6,7,7a-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran)

<2-(Benzyloxy)-1-hydroxyethyl>phosphonsaeure-dimethylester

benzyloxyacetoaldehyde

Downstream raw materials:

(S)-(+)-<2-(Benzyloxy)-1-hydroxyethyl>phosphonsaeure-dimethylester

[(S)-2-Benzyloxy-1-((R)-1-phenyl-ethylcarbamoyloxy)-ethyl]-phosphonic acid dimethyl ester

(R)-(-)-<1-Azido-2-(benzyloxy)ethyl>phosphonsaeure-dimethylester

(S)-(+)-<2-(Benzyloxy)-1-(tert-butyldimethylsiloxy)ethyl>phosphonsaeure-dimethylester

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