(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

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Chemical Name:(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester
CAS No.:474670-20-7
Molecular Formula:C₅₆H₈₃Cl₃NO₁₂P
Molecular Weight:1099.61
Hs Code.:

(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Synonyms:(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

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Chemical Property of (R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

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Technology Process of (R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

There total 9 articles about (R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl 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: 79.0%

: 339317-30-5
(R)-3-Dodecyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-5-(bis-benzyloxy-phosphoryloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 474670-20-7
(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: (R)-3-Dodecyloxy-tetradecanoic acid (2S,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-5-(bis-benzyloxy-phosphoryloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester; In tetrahydrofuran;

With N-Bromosuccinimide; In tetrahydrofuran; water;
DOI:10.1016/S0960-894X(02)00362-1

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 474670-20-7
(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrazole / CH₂Cl₂

2.1: m-CPBA / CH₂Cl₂ / 0 °C

3.1: [bis(methyldiphenylphosphine)](1,5-cyclooctadiene) iridium(I / tetrahydrofuran

3.2: 79 percent / NBS / tetrahydrofuran; H₂O

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(02)00362-1

Reference yield:

: 75618-27-8
lauryl triflate

: 474670-20-7
(R)-3-Dodecyloxy-tetradecanoic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 68 percent / K₂CO₃ / 1,2-dichloro-ethane

2.1: 86 percent / Zn; AcOH

3.1: 92 percent / EDCI; DMAP / CH₂Cl₂

4.1: 72 percent / BH₃*Me₂NH; BF₃*Et₂O / acetonitrile

5.1: tetrazole / CH₂Cl₂

6.1: m-CPBA / CH₂Cl₂ / 0 °C

7.1: [bis(methyldiphenylphosphine)](1,5-cyclooctadiene) iridium(I / tetrahydrofuran

7.2: 79 percent / NBS / tetrahydrofuran; H₂O

With 1H-tetrazole; dmap; dimethylamine borane; boron trifluoride diethyl etherate; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/S0960-894X(02)00362-1