(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

Base Information

Chemical Name:(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester
CAS No.:197720-13-1
Molecular Formula:C₄₆H₆₃N₃O₁₀
Molecular Weight:818.02
Hs Code.:

(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

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Chemical Property of (R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

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Technology Process of (R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

There total 10 articles about (R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl 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:

: 57039-37-9
(2R,3R,45,5R,6R)-methyl 3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-carboxylate

: 197720-13-1
(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) PhCHO, HCO₂H; 2.) NaH; 3.) NaBH₃CN

2: pyr / CH₂Cl₂

3: NaN₃ / dimethylformamide

4: H₂S / pyridine; H₂O

5: Et₃N / methanol

6: LiOH / tetrahydrofuran; methanol; H₂O

7: 82 percent / BOP, diisopropylethylamine / dimethylformamide

8: HCl / ethyl acetate

9: BOP, diisopropylethylamine / dimethylformamide

With pyridine; hydrogenchloride; lithium hydroxide; formic acid; sodium azide; hydrogen sulfide; sodium hydride; sodium cyanoborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzaldehyde; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01764-4

Reference yield:

: 111-86-4
n-Octylamine

: 197720-13-1
(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / BOP, diisopropylethylamine / dimethylformamide

2: HCl / ethyl acetate

3: BOP, diisopropylethylamine / dimethylformamide

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01764-4

Reference yield:

: (2R,3R,4S,5R,6S)-5-Amino-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carboxylic acid methyl ester

: 197720-13-1
(R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / methanol

2: LiOH / tetrahydrofuran; methanol; H₂O

3: 82 percent / BOP, diisopropylethylamine / dimethylformamide

4: HCl / ethyl acetate

5: BOP, diisopropylethylamine / dimethylformamide

With hydrogenchloride; lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01764-4