(2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde

Base Information

• Chemical Name: (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde
• CAS No.: 871695-97-5
• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.403

Synonyms:(2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property of (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property:

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Technology Process of (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde

There total 8 articles about (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde 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: 97.0%

(E)-(4S,5R)-1-benzylamino-1,2,3-trideoxy-2-formyl-5-hydroxy-4,6-di-O-benzylhex-1-ene (1430331-18-2) → (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde (871695-97-5)

Guidance literature:

With acetic acid; at 80 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.020

Reference yield: 96.0%

(E)-(4S,5R)-1,2,3-trideoxy-2-formyl-5-hydroxy-1-n-octylamino-4,6-di-O-benzylhex-1-ene (1430331-14-8) → (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde (871695-97-5)

Guidance literature:

With acetic acid; at 80 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.020

Reference yield: 95.0%

(E)-(4S,5R)-1-n-butylamino-1,2,3-trideoxy-2-formyl-5-hydroxy-4,6-di-O-benzylhex-1-ene (1430331-16-0) → (2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-carbaldehyde (871695-97-5)

Guidance literature:

With acetic acid; at 80 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.020

upstream raw materials:

1,5-anhydro-4,6-di-O-benzyl-D-erythro-hex-1-enitol

N,N-dimethyl-formamide

(E)-(3R,4R,5R)-1-n-butylamino-2-formyl-5-hydroxy-3,4,6-tri-O-benzylhex-1-ene

(E)-(3R,4R,5R)-1-benzylamino-2-formyl-5-hydroxy-3,4,6-tri-O-benzylhex-1-ene

Downstream raw materials:

{(2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran-5-yl}methanol

(2R,3S,4aS,5S,7R,8S,8aS)-3-Benzyloxy-2-benzyloxymethyl-8-tert-butoxycarbonylamino-4a,5-dihydroxy-octahydro-chromene-7-carboxylic acid ethyl ester

(2R,3S,7R,8S,8aR)-3-Benzyloxy-2-benzyloxymethyl-8-tert-butoxycarbonylamino-3,4,6,7,8,8a-hexahydro-2H-chromene-7-carboxylic acid ethyl ester

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