[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:913726-02-0
Molecular Formula:C₆₄H₆₉NO₁₃
Molecular Weight:1060.25
Hs Code.:

[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Synonyms:[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

There total 2 articles about [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-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: 86.0%

: 913725-93-6
(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-carboxylic acid

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 913726-02-0
[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With diphenylphosphoranyl azide; triethylamine; In benzene; for 7h; Heating;
DOI:10.1016/j.tetlet.2006.07.139

Reference yield:

: [(2S,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-methanol

: 913726-02-0
[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-carbamic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / TEMPO; NaClO; CaClO₂ / aq. phosphate buffer; acetonitrile

2: 86 percent / diphenylphosphoryl azide; triethylamine / benzene / 7 h / Heating

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; calcium chlorite; diphenylphosphoranyl azide; triethylamine; In phosphate buffer; acetonitrile; benzene; 2: Curtius rearrangement;
DOI:10.1016/j.tetlet.2006.07.139