Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:634587-23-8
Molecular Formula:C₆₂H₈₁NO₁₁
Molecular Weight:1016.33
Hs Code.:

Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

There total 24 articles about Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl 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: 80.0%

: 762262-43-1
Benzoic acid (2R,3S,4S,5R,6S)-6-[(S)-3-(benzyl-benzyloxycarbonyl-amino)-3-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

: 634587-23-8
Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether;
DOI:10.1002/anie.200454215

Reference yield:

: 762262-42-0
Benzyl-[(S)-3-((2S,3R,4S,5S,6R)-3,4-bis-benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-2-yl)-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

: 634587-23-8
Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / triethylamine / CH₂Cl₂

2: 80 percent / hydrochloric acid / methanol; diethyl ether

With hydrogenchloride; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1002/anie.200454215

Reference yield:

: 634586-95-1
L-2-[(benzyloxycarbonyl)amino]-4-(tert-butyldimethylsilyloxy)-butylaldehyde

: 634587-23-8
Benzoic acid (2R,3S,4S,5R,6S)-6-[(3S,4S,5R)-3-(benzyl-benzyloxycarbonyl-amino)-4,5-dihydroxy-nonadecyl]-4,5-bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 85 percent / tetrahydrofuran

2: AD-mix-β

3: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂

4: 86 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran

5: 85 percent / iodine; triphenylphosphine / tetrahydrofuran / Heating

6: triethylamine

7: sodium methoxide / methanol

8: p-toluenesulfonic acid / dimethylformamide; CH₂Cl₂

9: 83 percent / sodium hydride / tetrahydrofuran

10: 93 percent / magnesium monoperoxyphthalate / tetrahydrofuran; H₂O; ethanol / 60 °C

11: 70 percent / C₂F₄Br₂; potassium hydroxide; Al₂O₃ / 2-methyl-propan-2-ol / Heating

12: 66 percent / chlorotrimethylsilane / 0 °C

13: 88 percent / triethylamine / CH₂Cl₂

14: 80 percent / hydrochloric acid / methanol; diethyl ether

With hydrogenchloride; aluminum oxide; potassium hydroxide; chloro-trimethyl-silane; AD-mix-β; C₂F₄Br₂; tetrabutyl ammonium fluoride; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Sharpless dihydroxylation / 11: Ramberg-Baecklund reaction;
DOI:10.1002/anie.200454215