((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester
CAS No.:197720-12-0
Molecular Formula:C₄₁H₅₆N₂O₇
Molecular Weight:688.905
Hs Code.:

Synonyms:((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

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

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

There total 7 articles about ((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl 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: 82.0%

: 111-86-4
n-Octylamine

: 197720-10-8
(2R,3R,4S,5R,6S)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-tert-butoxycarbonylamino-tetrahydro-pyran-2-carboxylic acid

: 197720-12-0
((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

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

Reference yield:

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

: 197720-12-0
((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

With pyridine; 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; 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

: 197720-12-0
((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / methanol

2: LiOH / tetrahydrofuran; methanol; H₂O

3: 82 percent / BOP, diisopropylethylamine / dimethylformamide

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