(2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:93070-35-0
Molecular Formula:C₄₇H₅₇NO₁₄
Molecular Weight:859.968
Hs Code.:

(2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 16 articles about (2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic 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:

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

: 93070-35-0,93070-37-2
(2S,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / rhodium acetate / benzene / 2 h / Heating

2: 60 percent / NaH / tetrahydrofuran / 1 h / 0 °C

3: 80 percent / CF₃COOH/H₂O (9:1) / 0.5 h / 0 °C

4: 1.) Hg(OCOCF₃)2, 2.) aq. KCl, 3.) Ph₃SnH, anhydrous sodium acetate

With potassium chloride; triphenylstannane; water; sodium acetate; mercury(II) trifluoroacetate; sodium hydride; trifluoroacetic acid; rhodium(II) acetate; In tetrahydrofuran; benzene;
DOI:10.1016/0040-4039(84)80010-6

Reference yield:

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

: 93070-35-0,93070-37-2
(2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / rhodium acetate / benzene / 2 h / Heating

2: 30 percent / NaH / tetrahydrofuran / 1 h / 0 °C

3: 80 percent / CF₃COOH/H₂O (9:1) / 0.5 h / 0 °C

4: 1.) Hg(OCOCF₃)2, 2.) aq. KCl, 3.) Ph₃SnH, anhydrous sodium acetate

With potassium chloride; triphenylstannane; water; sodium acetate; mercury(II) trifluoroacetate; sodium hydride; trifluoroacetic acid; rhodium(II) acetate; In tetrahydrofuran; benzene;
DOI:10.1016/0040-4039(84)80010-6

Reference yield:

: 67974-33-8
N-[(1R,2R)-3,3-Bis-ethylsulfanyl-2-hydroxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-propyl]-acetamide

: 93070-35-0,93070-37-2
(2R,4S,5R,6R)-5-Acetylamino-4-benzyloxy-6-((1S,2S)-1,2,3-trihydroxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / NaH, BaO, Ba(OH)2.8H₂O / dimethylformamide / 2 h / Ambient temperature

2: 96 percent / red HgO, BF_3.Et₂O / tetrahydrofuran; H₂O / 0.5 h / Ambient temperature

3: 30 percent / NaH / tetrahydrofuran / 1 h / 0 °C

4: 80 percent / CF₃COOH/H₂O (9:1) / 0.5 h / 0 °C

5: 1.) Hg(OCOCF₃)2, 2.) aq. KCl, 3.) Ph₃SnH, anhydrous sodium acetate

With barium dihydroxide; boron trifluoride diethyl etherate; potassium chloride; triphenylstannane; water; sodium acetate; mercury(II) trifluoroacetate; sodium hydride; trifluoroacetic acid; mercury(II) oxide; barium(II) oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(84)80010-6