(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:206751-97-5
Molecular Formula:C₄₇H₅₀ClNO₁₅
Molecular Weight:904.365
Hs Code.:

(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 5 articles about (2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-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:

: 100-39-0
benzyl bromide

: 206751-97-5
(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 20 h / Ambient temperature

2: 89 percent / acetic acid / H₂O / 0.5 h / 100 °C

3: 1.) (+/-)-camphor-10-sulfonic acid, 2.) acetic acid / 1.) toluene, room temperature, 1 h, 2.) water, room temperature, 10 min

4: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH₂Cl₂, room temperature, 40 min, 2.) CH₂Cl₂, toluene, 0 deg C

With barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; acetic acid; barium(II) oxide; In water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10017-9

Reference yield:

: 112289-51-7
benzyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

: 206751-97-5
(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 20 h / Ambient temperature

2: 89 percent / acetic acid / H₂O / 0.5 h / 100 °C

3: 1.) (+/-)-camphor-10-sulfonic acid, 2.) acetic acid / 1.) toluene, room temperature, 1 h, 2.) water, room temperature, 10 min

4: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH₂Cl₂, room temperature, 40 min, 2.) CH₂Cl₂, toluene, 0 deg C

With barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; acetic acid; barium(II) oxide; In water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10017-9

Reference yield:

: 206751-89-5
N-((3aR,4R,6S,7R,7aR)-6-Benzyloxy-4-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-acetamide

: 206751-97-5
(2R,3S,4S,5R,6R)-6-((2R,3R,4R,5R,6S)-3-Acetoxy-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-benzoyloxy-4-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / acetic acid / H₂O / 0.5 h / 100 °C

2: 1.) (+/-)-camphor-10-sulfonic acid, 2.) acetic acid / 1.) toluene, room temperature, 1 h, 2.) water, room temperature, 10 min

3: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH₂Cl₂, room temperature, 40 min, 2.) CH₂Cl₂, toluene, 0 deg C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; acetic acid; In water;
DOI:10.1016/S0008-6215(97)10017-9