(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

Base Information

Chemical Name:(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
CAS No.:869192-39-2
Molecular Formula:C₆₃H₆₇N₃O₁₁
Molecular Weight:1042.24
Hs Code.:

(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

Synonyms:(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

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Chemical Property of (3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

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Technology Process of (3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

There total 1 articles about (3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran 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: 80.0%

: 94715-55-6
O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 197369-75-8
1D-3,4,5-Tri-O-benzyl-2-O-methyl-1-O-(4-methoxybenzyl)-myo-inositol

: 869192-39-2
(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 0.75h;
DOI:10.1016/j.tetlet.2005.08.112

Reference yield: 34.0%

: 869192-39-2
(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

: 869192-40-5
1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-3,4,5-tri-O-benzyl-2-O-methyl-myo-inositol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2005.08.112

Reference yield:

: 869192-39-2
(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran

: C₃₁H₆₁NO₁₃P^(1-)

Guidance literature:: Multi-step reaction with 5 steps

1.1: 34 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

2.1: pivaloyl chloride / pyridine / 1 h / 20 °C

2.2: 43 percent / iodine / pyridine; H₂O / 0.75 h / 20 °C

3.1: 65 percent / DIEA / tetrahydrofuran / 20 °C

4.1: 95 percent / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 20 °C / 2280 Torr

5.1: cytosolic esterase

With cytosolic esterase; hydrogen; pivaloyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.112